Advertisement

Rearrangements of carbocations by 1,2-shifts

  • Vyacheslav Gennadievich Shubin
Chapter
Part of the Topics in Current Chemistry book series (TOPCURRCHEM, volume 116/117)

Keywords

Migration Tendency Free Activation Energy Intrinsic Barrier Rearrangement Rate Substitute Phenyl Group 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

Main Denotations and Abbreviations

Rm

Migrating Atom or Group (Migrant)

Co

Carbon Atom from which a Migrant is Shifting

Ct

Carbon Atom (Carbonium Centre) toward which a Migrant is Shifting

MT

Migration Tendency

CMA

Competitive Migratory Aptitude

MCR

Migrant-Carrying Remnant

PA

Proton Affinity

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

8 References

  1. 1.
    B. V. Stolyarov, in: Contemporary Problems of Organic Chemistry (I. A. D'yakonov, B. V. Ioffe, Eds.) Leningrad State University Press, 1969, p. 5 (in Russian)Google Scholar
  2. 2.
    W. Kirmse: Top. Curr. Chemistry, Berlin, Heidelberg, New York, Springer, 1979, vol. 80, p. 125Google Scholar
  3. 3.
    H. Hogeveen, E. M. G. A. van Kruchten, in: Top. Curr. Chemistry, Berlin, Heidelberg, New York, Springer, 1979, vol. 80, p. 89Google Scholar
  4. 4.
    V. G. Shubin, V. A. Koptyug: Izv. Sib. Otd. Akad. Nauk SSSR. Ser. Khim. Nauk, No. 4, issue 2, p. 131 (1976)Google Scholar
  5. 5.
    T. S. Sorensen, A. Rauk, in: Pericyclic Reactions (A. P. Marchand and R. E. Lehr, Eds.) New York, Academic Press, 1977, vol. 2, p. 1Google Scholar
  6. 6.
    D. Bethell, in: Reactive Intermediates: A Serial Publication, (M. Jones, R. A. Moss, Eds.) New York, Wiley, 1978, vol. 1, p. 117Google Scholar
  7. 7.
    V. A. Koptyug, V. G. Shubin: Zh. Org. Khim. 16, 1977 (1980)Google Scholar
  8. 8.
    T. I. Temnikova: Izv. Sib. Otd. Akad. Nauk SSSR. Ser. Khim. Nauk, No 7, issue 3, p. 5 (1980)Google Scholar
  9. 9.
    V. G. Shubin: Izv. Sib. Otd. Akad. Nauk SSSR. Ser. Khim. Nauk, No 7, issue 3, p. 18 (1980)Google Scholar
  10. 10.
    D. Bethell, V. Gold: Carbonium Ions, An Introduction, London, Academic Press, 1967Google Scholar
  11. 11.
    Carbonium Ions (G. A. Olah, P. v. R. Schleyer, Eds.) New York, Wiley-Interscience, 1968–1976, vol. 1–5Google Scholar
  12. 12.
    Mechanisms of Molecular Migrations, (B. S. Thyagarajan, Ed.) 1978–1971, vol. 1–4Google Scholar
  13. 13.
    Contemporary Problems of the Chemistry of Carbonium Ions, (V. A. Koptyug, Ed.) Novosibirsk, Nauka, 1975 (in Russian).Google Scholar
  14. 14.
    D. J. Dagli, R. A. Gorski, J. Wemple: J. Org. Chem. 40, 1741 (1975)Google Scholar
  15. 15.
    J. N. Marx, J. C. Argyle, L. P. Norman: J. Am. Chem. Soc. 96, 2121 (1974)Google Scholar
  16. 16.
    P. Brownbridge, P. K. G. Hodgson, R. Shepherd, S. Warren: J.C.S., Perkin I, 1976, 2024Google Scholar
  17. 17.
    P. B. J. Driessen, H. Hogeveen: J. Am. Chem. Soc. 100, 1193 (1978)Google Scholar
  18. 18.
    M. Liler: Reactions Mechanisms in Sulphuric Acid and Other Strong Acid Solutions, New York, Academic Press, 1971, p. 243Google Scholar
  19. 19.
    M. Stiles, R. P. Mayer: J. Am. Chem. Soc. 81, 1497 (1959)Google Scholar
  20. 20.
    J. W. Pilkington, A. J. Waring: J.C.S., Perkin II, 1976, 1349Google Scholar
  21. 21.
    V. G. Shubin, in: Contemporary Problems of the Chemistry of Carbonium Ions (V. A. Koptyug, Ed.) Novosibirsk, Nauka, 1975, p. 179 (in Russian)Google Scholar
  22. 22.
    A. A. Schegolev, M. I. Kanischev: Uspekhi Khim. 50, 1046 (1981)Google Scholar
  23. 23.
    P. J. Stang, Z. Rappoport, M. Hanack, L. R. Subramanian: Vinyl Cations, New York, Academic Press, 1979Google Scholar
  24. 24.
    O. A. Reutov, A. S. Gudkova: Rev. roum. chim. 20, 1443 (1975)Google Scholar
  25. 25.
    P. v. R. Schleyer, D. Lenior, P. Mison, G. Liang, G. K. S. Prakash, G. A. Olah: J. Am. Chem. Soc. 102, 683 (1980)Google Scholar
  26. 26.
    D. M. Brouwer: Rec. Trav. Chim. 87, 611 (1968)CrossRefGoogle Scholar
  27. 27.
    G. A. Olah, Y. K. Mo: J. Am. Chem. Soc. 94, 9241 (1972)Google Scholar
  28. 28.
    V. A. Koptyug, V. G. Shubin, A. I. Rezvukhin, D. V. Korchagina, V. P. Tret'yakov, E. S. Rudakov; Dokl. Akad. Nauk SSSR 171, 1109 (1966)Google Scholar
  29. 29.
    G. I. Borodkin, M. M. Shakirov, V. G. Shubin, V. A. Koptyug: Zh. Org. Khim. 14, 989 (197Google Scholar
  30. 30.
    D. M. Brouwer, C. MacLean, E. I. Mackor: Disc. Faraday Soc. 1965, 121Google Scholar
  31. 31.
    V. P. Loktev, D. V. Korchagina, M. M. Shakirov, V. G. Shubin: Izv. Sib. Otd. Akad. Nauk SSSR. Ser. Khim. Nauk, No 12, issue 5, p. 146 (1978)Google Scholar
  32. 32.
    B. G. Derendyaev, V. I. Mamatyuk, V. A. Koptyug: Izv. Akad. Nauk SSSR, Ser. Khim. 1971, 972Google Scholar
  33. 33.
    A. A. Tabatskaya: Dissertation, Novosibirsk (1972)Google Scholar
  34. 34.
    S. Hünig, P. Schilling: Chem. Ber. 108, 3355 (1975)Google Scholar
  35. 35.
    G. I. Borodkin, M. M. Shakirov, V. G. Shubin: Zh. Org. Khim. 13, 2152 (1977)Google Scholar
  36. 36.
    V. P. Loktev, V. G. Shubin: Izv. Sib. Otd. Akad. Nauk SSSR. Ser. Khim. Nauk, No 2, issue 1, p. 108 (1981)Google Scholar
  37. 37.
    V. P. Loktev, D. V. Korchagina, V. G. Shubin: Izv. Sib. Otd. Akad. Nauk SSSR, Ser. Khim. Nauk, No 2, issue 1, p. 112 (1981)Google Scholar
  38. 38.
    S. V. Morozov, M. M. Shakirov, V. G. Shubin, V. A. Koptyug: Zh. Org. Khim. 15, 770 (1979)Google Scholar
  39. 39.
    S. V. Morozov, M. M. Shakirov, V. G. Shubin: Zh. Org. Khim. 16, 2103 (1980)Google Scholar
  40. 40.
    S. V. Morozov, M. M. Shakirov, V. G. Shubin, V. A. Koptyug, in: Carbocation Chemistry, Novosibirsk, 1979, p. 83Google Scholar
  41. 41.
    S. V. Morozov, M. M. Shakirov, V. G. Shubin: Zh. Org. Khim. 17, 154 (1981)Google Scholar
  42. 42.
    G. I. Borodkin, M. M. Shakirov, V. G. Shubin, V. A. Koptyug: Zh. Org. Khim. 12, 1297 (1976)Google Scholar
  43. 43.
    V. G. Shubin, D. V. Korchagina, B. G. Derendyaev, V. I. Matatyuk, V. A. Koptyug: Zh. Org. Khim. 6, 2066 (1970)Google Scholar
  44. 44.
    V. G. Shubin, D. V. Korchagin, A. I. Rezvukhin, V. A. Koptyug: Dokl. Akad. Nauk SSSR 179, 119 (1978)Google Scholar
  45. 45.
    V. G. Shubin, D. V. Korchagina, B. G. Derendyaev, G. I. Borodkin, V. A. Koptyug: Zh. Org. Khim. 9, 1041 (1973)Google Scholar
  46. 46.
    G. I. Borodkin, M. M. Shakirov, V. G. Shubin, V. A. Koptyug: Zh. Org. Khim. 14, 321 (1978)Google Scholar
  47. 47.
    D. V. Korchagina, B. G. Derendyaev, V. G.: Izv. Akad. Nauk, SSSR, Ser. Khim. 1971, 441Google Scholar
  48. 48.
    D. V. Korchagina, B. G. Derendyaev, V. G. Shubin, V. A. Koptyug: Zh. Org. Khim. 12, 384 (1976)Google Scholar
  49. 49.
    V. A. Bushmelev, M. M. Shakirov, V. A. Koptyug: Zh. Org. Khim. 13, 2161 (1977)Google Scholar
  50. 50.
    G. A. Olah, G. Liang, P. Westerman: J. Am. Chem. Soc. 95, 3698 (1973)Google Scholar
  51. 51.
    The data on the 1,2-phenyl shift have been taken from M. I. Rudnev's diploma thesis (Novosibirsk, 1980) and specified by V. A. BushmelevGoogle Scholar
  52. 52.
    T. S. Sorensen: Acc. Chem. Res. 9, 257 (1976)Google Scholar
  53. 53.
    M. Saunders, P. v. R. Schleyer, G. A. Olah: J. Am. Chem. Soc. 86, 5680 (1964)Google Scholar
  54. 54.
    A. J. Jones, E. Huang, R. Haseltine, T. S. Sorensen: J. Am. Chem. Soc. 97, 1133 (1975)Google Scholar
  55. 55.
    R. Haseltine, E. Huang, K. Ranganayakulu, T. S. Sorensen: Can. J. Chem. 53, 1056 (1975)Google Scholar
  56. 56.
    L. Huang, K. Ranganayakulu, T. S. Sorensen: J. Am. Chem. Soc. 95, 1936 (1973)Google Scholar
  57. 57.
    R. P. Haseltine, T. S. Sorensen: Can. J. Chem. 53, 1067 (1975)Google Scholar
  58. 58.
    P. von R. Schleyer, J. Chandrasekhar: J. Org. Chem. 46, 225 (1981)Google Scholar
  59. 59.
    M. Saunders, M. R. Kates: J. Am. Chem. Soc. 100, 7082 (1978)Google Scholar
  60. 60.
    G. A. Olah: Halonium Ions, New York, Willy-Interscience, 1975Google Scholar
  61. 61.
    G. A. Olah, R. D. Porter: J. Am. Chem. Soc. 93, 6877 (1971)Google Scholar
  62. 62.
    G. A. Olah, R. J. Spear, D. A. Forsyth: ibid. 99, 2615 (1977)Google Scholar
  63. 63.
    G. A. Olah, D. J. Donovan: ibid. 99, 5026 (1977)Google Scholar
  64. 64.
    D. M. Brouwer, H. Hogeveen, in: Progr. Phys. Org. Chem. (A. Streitwieser, Jr., R. W. Taft, Eds.) New York, Wiley, 1972, vol. 9, p. 179Google Scholar
  65. 65.
    G. I. Borodkin, Ye. B. Panova, V. G. Shubin, in: Abstr. Papers All-Union Conf. Low Temperature Chemistry, Moscow, Moscow State University Press, 1979, p. 68Google Scholar
  66. 66.
    A. Fisher, G. N. Henderson: Chem. Commun. 1979, 279Google Scholar
  67. 67.
    R. N. Berezina, D. V. Korchagina, V. G. Shubin: Zh. Org. Khim. 16, 371 (1980)Google Scholar
  68. 68.
    R. N. Berezina, S. N. Akimova, D. V. Korchagina, V. G. Shubin: Izv. Sib. Otd. Akad. Nauk SSSR. Ser. Khim. Nauk, No 7, issue 3, p. 144 (1981)Google Scholar
  69. 69.
    L. Radom, D. Poppinger, R. C. Haddon, in: Carbonium Ions, (G. A. Olah, P. von R. Schleyer, Eds.) New York, Wiley — Interscience, 1976, vol. 5, p. 2303Google Scholar
  70. 70.
    D. M. Brouwer, J. A. van Doorn: Rec. Trav. Chim. 90, 1010 (1971)CrossRefGoogle Scholar
  71. 71.
    M. Mazet: Thése, Limoges, 1969Google Scholar
  72. 72.
    Th. Yvernault, M. Mazet: Bull. Soc. Chim. France 1971, 2652Google Scholar
  73. 73.
    R. L. Heidke, W. H. Saunders, Jr.: J. Am. Chem. Soc. 88, 5816 (1966)Google Scholar
  74. 74.
    Cited from R. S. Bly, R. T. Swindell, J. Org. Chem. 30, 10 (1965)Google Scholar
  75. 75.
    D. D. Roberts, R. S. Snyder, Jr.: J. Org. Chem. 45, 4052 (1980)Google Scholar
  76. 76.
    I. L. Reich, A. Diaz, S. Winstein: J. Am. Chem. Soc. 91, 5635 (1969)Google Scholar
  77. 77.
    P. C. Myhre, K. S. Brown: ibid. 91, 5637 (1969)Google Scholar
  78. 78.
    A. Diaz, I. L. Reich, S. Winstein: ibid. 91, 5637 (1969)Google Scholar
  79. 79.
    J. D. Palmer, A. J. Waring: J.C.S., Perkin II, 1979, 1089Google Scholar
  80. 80.
    P. Bauer, J. E. Dubois: J. Am. Chem. Soc. 98, 6999 (1976)Google Scholar
  81. 81.
    R. Magne, E. Torreilles, L. Giral: Bull. Soc. Chim. France 1973, 2813Google Scholar
  82. 82.
    D. N. Miller: Diss. Abstr. 29B, 112 (1968)Google Scholar
  83. 83.
    G. I. Borodkin, Ye. B. Panova, M. M. Shakirov, V. G. Shubin, in: Development of Organic Synthesis on the Basis of Studies on General Regularities and Mechanisms of Reactions in Organic Chemistry, Abstr. of Paper, Leningrad, Nauka, 1980, p. 41Google Scholar
  84. 84.
    H. Langhals, G. Range, E. Wistuba, C. Rüchardt: Chem. Ber. 114, 3813 (1981)Google Scholar
  85. 85.
    V. P. Vitullo, E. A. Logue: J. Am. Chem. Soc. 98, 5906 (1976)Google Scholar
  86. 86.
    M. Attinà, F. Cacace, P. Giacomello: ibid. 102, 4768 (1980)Google Scholar
  87. 87.
    Z. Dillenberger, H. Schmid, H.-J. Hansen: Helv. Chim. Acta 61, 1856 (1978)Google Scholar
  88. 88.
    V. G. Shubin, A. A. Tabatskaya, B. G. Derendyaev, V. A. Koptyug: Izv. Akad. Nauk SSSR, Ser. Khim. 1968, 2417Google Scholar
  89. 89.
    G. I. Borodkin, Ye. B. Panova, M. M. Shakirov, V. G. Shubin, in: Carbocation Chemistry, Novosibirsk, 1979, p. 85Google Scholar
  90. 90.
    L. I. Sazonova, M. M. Shakirov, V. G. Shubin: Zh. Org. Khim. 13, 2456 (1977)Google Scholar
  91. 91.
    G. I. Borodkin, Ye. B. Panova, M. M. Shakirov, V. G. Shubin: Chem. Commun. 1979, 354Google Scholar
  92. 92.
    V. G. Shubin, V. P. Chzhu, A. I. Rezvukhin, A. A. Tabatskaya, V. A. Koptyug: Izv. Akad. Nauk SSSR, Ser. Khim. 1967, 2365Google Scholar
  93. 93.
    W. J. Albery, M. M. Kreevoy, in: Adv. Phys. Org. Chem. (V. Gold, D. Bethell, Eds.) London, Academic Press, 1978, vol. 16, p. 87Google Scholar
  94. 94.
    J. R. Owen, W. H. Saunders, Jr.: J. Am. Chem. Soc. 88, 5809 (1966)Google Scholar
  95. 95.
    R. A. Marcus: J. Phys. Chem. 72, 891 (1968)Google Scholar
  96. 96.
    J. R. Murdoch: J. Am. Chem. Soc. 94, 4410 (1972)Google Scholar
  97. 97.
    E. S. Lewis, S. Kukes, C. D. Slater: ibid. 102, 1619 (1980)Google Scholar
  98. 98.
    B. Miller: ibid. 92, 6252 (1970)Google Scholar
  99. 99.
    D. Berner, H. Dahn, P. Vogel: Helv. Chim. Acta 63, 2538 (1980)Google Scholar
  100. 100.
    H. O. House, E. J. Grubbs, W. F. Gannon: J. Am. Chem. Soc. 82, 4099 (1960)Google Scholar
  101. 101.
    T. Suehiro, S. Yamazaki: Bull. Chem. Soc. Jpn. 48, 3655 (1975)Google Scholar
  102. 102.
    J. H. Zaidi, A. J. Waring: Chem. Commun. 1980, 618Google Scholar
  103. 103.
    V. P. Loktev, D. V. Korchagina, V. G. Shubin: Izv. Sib. Otd. Akad. Nauk SSSR. Ser. Khim. Nauk, No 14, issue 6, p. 86 (1980)Google Scholar
  104. 104.
    V. P. Loktev, D. V. Korchagina, V. G. Shubin: Izv. Sib. Otd. Akad. Nauk SSSR. Ser. Khim. Nauk, No 4, issue 2, p. 118 (1977)Google Scholar
  105. 105.
    M.J.S. Dewar: The Molecular Orbital Theory of Organic Chemistry, New York, McGraw-Hill, 1969Google Scholar
  106. 106.
    M. J. S. Dewar, R. C. Dougherty: The PMO Theory of Organic Chemistry, New York, Plenum Press, 1975Google Scholar
  107. 107.
    M. J. S. Dewar, in: Molecular Rearrangements (P. de Mayo, Ed.) New York, Wiley-Interscience, 1963, vol. 1, p. 295Google Scholar
  108. 108.
    C. A. Coulson, A. Streitwieser, Jr.: Dictionary of π-Electron Calculations, Oxford, Pergamon, 1965, pp. 35, 41Google Scholar
  109. 109.
    H. E. Zimmerman: Acc. Chem. Res., 5, 393 (1972)Google Scholar
  110. 110.
    L. A. Paquette, K. Ohkata, R. V. C. Carr: J. Am. Chem. Soc. 102, 3303 (1980)Google Scholar
  111. 111.
    A. Collumeau: Bull. Soc. Chim. France 1968, 5087Google Scholar
  112. 112.
    E. M. Arnett, G. Scorrano, in: Adv. Phys. Org. Chem., (V. Gold Ed.) London, Academic Press, 1976, vol. 13, p. 83Google Scholar
  113. 113.
    M. I. Kabachnik: Uspekhi Khim. 48, 1523 (1979)Google Scholar
  114. 114.
    T. Ando, S.-G. Kim, K. Matsuda, H. Yamataka, Y. Yukawa, A. Fry, D. E. Lewis, L. B. Sims, J. C. Wilson: J. Am. Chem. Soc. 103, 3505 (1981)Google Scholar
  115. 115.
    T. Ando, H. Yamataka, H. Morisaki, J. Yamakawi, J. Kuramochi, Y. Yukawa: J. Am. Chem. Soc. 103, 430 (1981)Google Scholar
  116. 116.
    V. J. Shiner, Jr., J. J. Tai: ibid. 103, 436 (1981)Google Scholar
  117. 117.
    D. Howells, S. Warren: J. C. S., Perkin II, 1974, 994Google Scholar
  118. 118.
    H. S. Mosher: Tetrahedron 30, 1733 (1974)Google Scholar
  119. 119.
    W. M. Schubert, W. L. Henson: J. Am. Chem. Soc. 93, 6299 (1971)Google Scholar
  120. 120.
    D. J. Raber, J. M. Harris, P. v. R. Schleyer, in: Ions and Ion Pairs in Organic Reactions, (M. Szwarc, Ed.) New York, Wiley, 1974, vol. 2, p. 247Google Scholar
  121. 121.
    R. M. Fritz: Diss. Abstr. 23, 3119 (1963)Google Scholar
  122. 122.
    Yu. G. Bundel, I. Yu. Levina, N. Yu. Smorodina, O. A. Reutov: Zh. Org. Khim. 6, 409 (1970)Google Scholar
  123. 123.
    T. G. Traylor, W. Hanstein, H. J. Berwin, N. A. Clinton, R. S. Brown: J. Am. Chem. Soc. 93, 5715 (1971)Google Scholar
  124. 124.
    J. Laureillard, A. Laurent, E. Laurent: Bull. Soc. Chim. France 1973, 249Google Scholar
  125. 125.
    P. D. Bartlett, T. T. Tidwell: J. Am. Chem. Soc. 90, 4421 (1968)Google Scholar
  126. 126.
    S. Wold: Acta Chem. Scand. 23, 2978 (1969)CrossRefGoogle Scholar
  127. 127.
    M. J. Tompkins: Diss. Abstr. Internat. 40, No 12, Pt. 1, p. 5683-B (1980)Google Scholar
  128. 128.
    J. E. Dubois, P. Bauer: J. Am. Chem. Soc. 98, 6993 (1976)Google Scholar
  129. 129.
    M. Mazet: Bull. Soc. Chem. France 1969, 4309Google Scholar
  130. 130.
    E. M. Arnett, in: Progr. Phys. Org. Chem. (S. G. Cohen, A. Streitwieser, R. W. Taft, Eds.) New York, Interscience, 1963, vol. 1, p. 223Google Scholar
  131. 131.
    V. A. Palm, Ü. L. Haldna, A. J. Talvik, in: The Chemistry of the Carbonyl Group (S. Patai, Ed.) London, Interscience, 1966, p. 421Google Scholar
  132. 132.
    K. M. Biswas, A. H. Jackson: Tetrahedron 25, 227 (1969)Google Scholar
  133. 133.
    V. A. Budylin, A. N. Kost, E. D. Matveeva: Khim. Geterotsikl. Soedin. 1972, 55Google Scholar
  134. 134.
    A. N. Kost, V. A. Budylin, E. D. Matveeva, D. O. Sterligov: Zh. Org. Khim. 6, 1503 (1970)Google Scholar
  135. 135.
    A. N. Kost, V. A. Budylin, O. A. Mochalova: Vestn. Mosk. Univ., Khim. 16, 467 (1975)Google Scholar
  136. 136.
    Kwo-Hrong Lai, B. Miller: J. Org. Chem. 37, 2505 (1972)Google Scholar
  137. 137.
    G. I. Borodkin, Ye. B. Panova, M. M. Shakirov, V. G. Shubin, in: Carbocation Chemistry, Novosibirsk, 1979, p. 84Google Scholar
  138. 138.
    M. J. S. Dewar, A. P. Marchand, in: Ann. Rev. Phys. Chem. (H. Eyring, Ed.) Palo Alto, Annual Reviews, Inc., 1965, vol. 16, p. 321Google Scholar
  139. 139.
    A. H. Jackson, B. Naidoo, P. Smith: Tetrahedron 24, 6119 (1968)Google Scholar
  140. 140.
    W. R. Dolbier, Jr., K. E. Anapolle, L. McCullagh, K. Matsui, J. M. Riemann, D. Rolison: J. Org. Chem. 44, 2845 (1979)Google Scholar
  141. 141.
    R. W. Taft, R. H. Martin, F. W. Lampe: J. Am. Chem. Soc. 87, 2490 (1965)Google Scholar
  142. 142.
    J. L. Franklin in: Carbonium Ions (G. A. Olah, P. von R. Schleyer, Eds.) New York, Wiley-Interscience, 1968, vol. 1, p. 77Google Scholar
  143. 143.
    A. Streitwieser, Jr.: Chem. Rev. 56, 571 (1956)Google Scholar
  144. 144.
    J. Burdon, I. W. Parsons: Tetrahedron 36, 1423 (1980)Google Scholar
  145. 145.
    P. N. Dobronravov, V. D. Steingarts in: Carbocation Chemistry, Novosibirsk, 1979, p. 126Google Scholar
  146. 146.
    V. A. Bushmelev, M. M. Shakirov, A. V. Chikinev: Izv. Akad. Nauk SSSR, Ser. Khim. 1979, 1667Google Scholar
  147. 147.
    S. Winstein, C. R. Lindegren, L. L. Ingraham: J. Am. Chem. Soc. 75, 155 (1953)Google Scholar
  148. 148.
    R. B. Woodward, R. Hoffmann: The Conservation of Orbital Symmetry, New York, Academic Press, 1970Google Scholar
  149. 149.
    M. Saunders, in: Magnetic Resonance in Biological Systems (A. Ehrenberg, B. G. Malmström, T. Vänngård, Eds.) Oxford, Pergamon, 1967, p. 90Google Scholar
  150. 150.
    A. N. Detzina, V. I. Mamatyuk, B. G. Derendyaev, V. A. Koptyug: Zh. Org. Khim. 12, 610 (1976)Google Scholar
  151. 151.
    W. J. Hehre, P. C. Hiberty: J. Am. Chem. Soc. 96, 2665 (1974)Google Scholar
  152. 152.
    R. P. Kirchen, K. Ranganayakulu, A. Rauk, B. P. Singh, T. S. Sorensen: ibid. 103, 588 (1981)Google Scholar
  153. 153.
    R. P. Kirchen, N. Okazawa, K. Ranganayakulu, A. Rauk, T. S. Sorensen: ibid. 103, 597 (1981)Google Scholar
  154. 154.
    W. E. Bachmann, J. W. Ferguson: ibid. 56, 2081 (1934)Google Scholar
  155. 155.
    W. E. Bachmann, F. H. Moser: ibid. 54, 1124 (1932)Google Scholar
  156. 156.
    A. C. Sapia: Diss. Abstr. Internat. 36B, 2816 (1975)Google Scholar
  157. 157.
    K. Matsumoto: Bull. Chem. Soc. Jpn. 41, 1356 (1968)Google Scholar
  158. 158.
    W. M. Schubert, P. H. LeFevre: J. Am. Chem. Soc. 94, 1639 (1972)Google Scholar
  159. 159.
    K. Tamura, T. Moriyoshi: Bull. Chem. Soc. Jpn. 47, 2942 (1974)Google Scholar
  160. 160.
    P. Depovere, R. Devis: Bull. Soc. Chim. France 1969, 479Google Scholar
  161. 161.
    Y. Pocker, B. P. Ronald: J. Am. Chem. Soc. 92, 3385 (1970)Google Scholar
  162. 162.
    Y. Pocker, B. P. Ronald: J. Org. Chem. 35, 3362 (1970)Google Scholar
  163. 163.
    A. Fry, M. Oka: J. Am. Chem. Soc. 101, 6353 (1979)Google Scholar
  164. 164.
    G. A. Olah, R. J. Spear, D. A. Forsyth: ibid. 98, 6284 (1976)Google Scholar
  165. 165.
    C. J. Lancelot, D. J. Cram, P. v. R. Schleyer, in: Carbonium Ions (G. A. Olah, P. v. R. Schleyer, Eds.) New York, Wiley-Interscience, 1972, vol. 3, p. 1347Google Scholar
  166. 166.
    G. I. Borodkin, M. M. Shakirov, V. G. Shubin: Zh. Org. Khim., 14, 374 (1978)Google Scholar
  167. 167.
    V. G. Shubin, D. V. Korchagina, G. I. Borodkin, B. G. Derendyaev, V. A. Koptyug: Zh. Org. Khim. 9, 1031 (1973)Google Scholar
  168. 168.
    R. L. Shriner, L. Geipel: J. Am. Chem. Soc. 79, 227 (1957)Google Scholar
  169. 169.
    V. A. Koptyug, L. M. Mozulenko: Zh. Org. Khim. 6, 102 (1970)Google Scholar
  170. 170.
    R. N. Berezina, L. E. Ugryumova, D. V. Korchagina, V. G. Shubin: Zh. Org. Khim. 18, 592 (1982)Google Scholar
  171. 171.
    G. I. Borodkin, L. M. Pletneva, M. M. Shakirov, V. G. Shubin: Zh. Org. Khim. 15, 652 (1979)Google Scholar
  172. 172.
    L. M. Stock, H. C. Brown, in: Adv. Phys. Org. Chem. (V. Gold, Ed.) London, Academic Press, 1963, vol. 1, p. 35Google Scholar
  173. 173.
    G. I. Borodkin, S. M. Nagy, M. M. Shakirov, V. G. Shubin: Zh. Org. Khim. 17, 202 (1981)Google Scholar
  174. 174.
    F. L. Schadt III, C. J. Lancelot, P. v. R. Schleyer: J. Am. Chem. Soc. 100, 228 (1978)Google Scholar
  175. 175.
    R. Heck, S. Winstein: J. Am. Chem. Soc. 79, 3432 (1957)Google Scholar
  176. 176.
    H. C. Brown, C. J. Kim, C. J. Lancelot, P. von R. Schleyer: ibid. 92, 5244 (1970)Google Scholar
  177. 177.
    J. A. Thompson, D. J. Gram: ibid. 91, 1778 (1969)Google Scholar
  178. 178.
    V. J. Shiner, Jr., R. C. Seib: ibid. 98, 862 (1976)Google Scholar
  179. 179.
    M. G. Jones, J. L. Coke: ibid. 91, 4284 (1969)Google Scholar
  180. 180.
    R. S. Bly, E. K. Ni, A. K. K. Tse, E. Wallace: J. Org. Chem. 45, 1362 (1980)Google Scholar
  181. 181.
    A. M. Avedikian, A. Kergomard, J. C. Tardivat, J. P. Vuillerme: Bull. Soc. Chim. France, 1974, 2653Google Scholar
  182. 182.
    J. B. Lambert, H. W. Mark, E. S. Magyar: J. Am. Chem. Soc. 99, 3059 (1977)Google Scholar
  183. 183.
    T. Ando, N. Shimizu, S.-G. Kim, Y. Tsuno, Y. Yukawa: Tetrahedron Lett. 1973, 117Google Scholar
  184. 184.
    H. C. Brown, C. J. Kim: J. Am. Chem. Soc. 90, 2082 (1968)Google Scholar
  185. 185.
    V. R. Kartashov, V. P. Pushkarev, I. V. Bodrikov: Zh. Org. Khim 8, 24 (1972)Google Scholar
  186. 186.
    Ye. V. Skorobogatova, Dissertation, Gorky (1973)Google Scholar
  187. 187.
    D. S. Noyce, R. L. Castenson: J. Am. Chem. Soc. 95, 1247 (1973)Google Scholar
  188. 188.
    V. R. Kartashov: Dissertation, Moscow (1974)Google Scholar
  189. 189.
    C. A. Kingsbury, D. C. Best: bull. Chem. Soc. Jpn. 45, 3440 (1972)Google Scholar
  190. 190.
    B. G. Ramsay, N. K. Das: J. Am. Chem. Soc. 94, 4233 (1972)Google Scholar
  191. 191.
    D. F. Eaton, T. G. Traylor: ibid. 96, 7109 (1974)Google Scholar
  192. 192.
    C. C. Lee, E. C. F. Ko, Z. Rappoport: Can. J. Chem. 58, 884 (1980)Google Scholar
  193. 193.
    G. L. Nelson, G. C. Levy, J. D. Cargiolo: J. Am. Chem. Soc. 94, 3089 (1972)Google Scholar
  194. 194.
    J. M. Harris, F. L. Schadt, P. von R. Schleyer, C. J. Lancelot: ibid. 91, 7508 (1969)Google Scholar
  195. 195.
    R. Filler, Y. S. Rao: J. Org. Chem. 39, 3421 (1974)Google Scholar
  196. 196.
    M. J. McCall, J. M. Townsend, W. A. Bonner: J. Am. Chem. Soc. 97, 2743 (1975)Google Scholar
  197. 197.
    A. I. Rezvukhin, D. V. Korchagina, V. G. Shubin: Izv. Akad. Nauk SSSR, Ser. Khim 1976, 1253Google Scholar
  198. 198.
    V. P. Loktev, D. V. Korchagina, V. G. Shubin: Izv. Sib. Otd. Akad. Nauk SSSR. Ser. Khim. Nauk, No 2, issue 1, p. 83 (1977)Google Scholar
  199. 199.
    M. Shanshal: J. C. S., Perkin II 1972, 335Google Scholar
  200. 200.
    J. D. Roberts, C. M. Regan: J. Am. Chem. Soc. 75, 2069 (1953)Google Scholar
  201. 201.
    N. C. Deno, in: Isotopes in Organic Chemistry (E. Buncel, C. C. Lee, Eds.) Amsterdam, Elsevier, 1975, vol. 1, p. 1Google Scholar
  202. 202.
    G. I. Borodkin, D. V. Korchagina, B. G. Derendjaev, V. G. Shubin: Tetrahedron Lett. 1973, 539Google Scholar
  203. 203.
    J. Kagan, D. A. Agdeppa, Jr., S. P. Singh, D. A. Mayers, C. Boyajian, C. Poorker, B. E. Firth: J. Am. Chem. Soc. 98, 4581 (1976)Google Scholar
  204. 204.
    J. E. Dubois, P. Bauer: J. Am. Chem. Soc. 90, 4510, 4511 (1968)Google Scholar
  205. 205.
    K. Bhatia, A. Fry: J. Org. Chem. 34, 806 (1969)Google Scholar
  206. 206.
    V. P. Loktev, D. V. Korchagina, V. G. Shubin: Izv. Sib. Otd. Akad. Nauk SSSR. Ser. Khim. Nauk, No 12, issue 5, p. 135 (1978)Google Scholar
  207. 207.
    G. A. Olah, H.C. Lin, D. A. Forsyth: J. Am. Chem. Soc. 96, 6908 (1974)Google Scholar
  208. 208.
    K. L. Cook, A. J. Waring: J.C.S., Perkin II 1973, 88Google Scholar
  209. 209.
    G. Frenking, H. Schwarz: Z. Naturforsch. 36b, 797 (1981)Google Scholar
  210. 210.
    T. S. Sorensen, K. Ranganayakulu: Tetrahedron Lett. 1970, 659Google Scholar
  211. 211.
    C. D. Poulter, S. Winstein: J. Am. Chem. Soc. 91, 3649 (1969); 94, 2297 (1972)Google Scholar
  212. 212.
    G. A. Olah, J. Lukas: ibid. 90, 933 (1968)Google Scholar
  213. 213.
    G. A. Olah, A. M. White, J. R. DeMember, A. Commeyras, C. Y. Lui: ibid. 92, 4627 (1970)Google Scholar
  214. 214.
    M. Saunders, R. Berger: ibid. 94, 4049 (1972)Google Scholar
  215. 215.
    D. M. Brouwer, J. A. van Doorn: Rec. Trav. Chim. 89, 333 (1970)CrossRefGoogle Scholar
  216. 216.
    G. A. Olah, G. Liang, Y. K. Mo: J. Am. Chem. Soc. 94, 3544 (1972)Google Scholar
  217. 217.
    R. Bladek, T. S. Sorensen: Can. J. Chem. 50, 2806 (1972)Google Scholar
  218. 218.
    D. V. Korchagina, B. G. Derendyaev, V. G. Shubin, V. A. Koptyug: Zh. Org. Khim. 7, 2582 (1971)Google Scholar
  219. 219.
    V. G. Shubin, D. V. Korchagina, V. A. Koptyug: Izv. Akad. Nauk SSSR, Ser. Khim. 1969, 1201Google Scholar
  220. 220.
    H. Volz, G. Zimmermann, B. Schelberger: Tetrahedron Lett. 1970, 2429Google Scholar
  221. 221.
    G. A. Olah, G. K. S. Prakash, G. Liang, P. W. Westerman, K. Kunde, J. Chandrasekhar, P. v. R. Schleyer: J. Am. Chem. Soc. 102, 4485 (1980)Google Scholar
  222. 222.
    M. Saunders, E. L. Hagen: ibid. 90, 2436 (1968)Google Scholar
  223. 223.
    W. H. Saunders, Jr., R. H. Paine: ibid. 83, 882 (1961)Google Scholar
  224. 224.
    V. P. Vitullo, E. A. Logue: J. Org. Chem. 37, 3339 (1972)Google Scholar
  225. 225.
    L. M. Mozulenko, V. A. Koptyug: Zh. Org. Khim. 8, 2152 (1972)Google Scholar
  226. 226.
    R. W. Taft, Jr.: J. Phys. Chem. 64, 1805 (1960)Google Scholar
  227. 227.
    H. C. Brown, H. Bartholomay, Jr., M. D. Taylor: J. Am. Chem. Soc. 66, 435 (1944)Google Scholar
  228. 228.
    H. E. Zimmermann, A. Zweig: ibid. 83, 1196 (1961)Google Scholar
  229. 229.
    A. H. Jackson, P. Smith: Tetrahedron 24, 2227 (1968)Google Scholar
  230. 230.
    T. E. Zalesskaya, O. A. Netsetskaya: Zh. Org. Khim. 5, 1605 (1969)Google Scholar
  231. 231.
    O. A. Netsetskaya: Dissertation, Leningrad (1973)Google Scholar
  232. 232.
    G. A. Olah, G. Liang: J. Am. Chem. Soc. 98, 6304 (1976)Google Scholar
  233. 233.
    A. J. Waring, J. H. Zaidi, J. W. Pilkington: J.C.S., Perkin II 1981, 935Google Scholar
  234. 234.
    V. P. Loktev, V. G. Shubin: Izv. Sib. Otd. Akad. Nauk SSSR. Ser. Khim. Nauk, No 9, issue 4, p. 114 (1981)Google Scholar
  235. 235.
    V. P. Loktev, V. G. Shubin, in: Theoretical and Applied Aspects of the Chemistry of Aromatic Compounds. III All-Union Symposium on Organic Synthesis. Abstr., Moscow, Nauka, 1981, p. 94Google Scholar
  236. 236.
    J. A. Berson, J. W. Foley: J. Am. Chem. Soc. 93, 1297 (1971)Google Scholar
  237. 237.
    K. S. Feldman, A. McDermott, P. C. Myhre: ibid. 101, 505 (1979)Google Scholar
  238. 238.
    V. A. Koptyug, V. G. Shubin, A. I. Rezvukhin: Izv. Akad. Nauk SSSR, Ser. Khim. 1965, 201Google Scholar
  239. 239.
    C. G. Swain, E. S. Lupton, Jr.: J. Am. Chem. Soc. 90, 4328 (1968)Google Scholar
  240. 240.
    O. Exner, in: Correlation Analysis in Chemistry. Recent Advances (N. B. Chapman, J. Shorter, Eds.) New York, Plenum, 1978, p. 439Google Scholar
  241. 241.
    R. Jost, J. Sommer, C. Engdahl, P. Ahlberg: J. Am. Chem. Soc. 102, 7663 (1980)Google Scholar
  242. 242.
    E. M. Arnett, C. Petro: ibid. 100, 5408 (1978)Google Scholar
  243. 243.
    J. W. Larsen, P. A. Bouis, C. A. Riddle: J. Org. Chem., 45, 4969 (1980)Google Scholar
  244. 244.
    B. G. Derendyaev: Org. Magn. Res. 4, 27 (1972)Google Scholar
  245. 245.
    D. Howells, S. Warren: J.C.S., Perkin II 1973, 1645Google Scholar
  246. 246.
    V. A. Koptyug, V. I. Buraev: Zh. Org. Khim. 16, 1882 (1980)Google Scholar
  247. 247.
    R. A. Marcus: J. Am. Chem. Soc. 91, 7224 (1969)Google Scholar
  248. 248.
    E. D. German, R. R. Dogonadze: Int. J. Chem. Kinetics 6, 457, 467 (1974)Google Scholar
  249. 249.
    V. A. Koptyug, V. I. Buraev: Zh. Org. Khim. 14, 18 (1978)Google Scholar
  250. 250.
    V. A. Koptyug, V. I. Buraev, I. S. Isaev, O. N. Perevyazkina: Zh. Org. Khim. 14, 328 (1978)Google Scholar
  251. 251.
    V. A. Koptyug, V. I. Buraev, I. S. Isaev: ibid. 14, 1922 (1978)Google Scholar
  252. 252.
    V. I. Buraev, I. S. Isaev, V. A. Koptyug: ibid. 15, 782 (1979)Google Scholar
  253. 253.
    V. I. Buraev: Dissertation, Novosibirsk (1978)Google Scholar
  254. 254.
    V. I. Rodionov, V. A. Koptyug: Zh. Org. Khim. 15, 2555 (1979)Google Scholar
  255. 255.
    V. I. Rodionov, M. M. Shakirov, I. S. Isaev, V. A. Koptyug: ibid. 16, 1515 (1980)Google Scholar
  256. 256.
    V. I. Rodionov: Dissertation, Novosibirsk (1981)Google Scholar
  257. 257.
    V. A. Koptyug, I. A. Shleider, I. S. Isaev, L. V. Vasil'eva, A. I. Rezvukhin: Zh. Org. Khim. 7, 1089 (1971)Google Scholar
  258. 258.
    I. A. Schleider: Disseration, Novosibirsk (1972)Google Scholar
  259. 259.
    G. A. Olah, J. S. Staral, G. Asencio, G. Liang, D. A. Forsyth, G. D. Mateescu: J. Am. Chem. Soc. 100, 6299 (1978)Google Scholar
  260. 260.
    T. J. Katz, E. H. Gold: ibid. 86, 1600 (1964)Google Scholar
  261. 261.
    G. A. Olah, J. S. Staral, R. J. Spear, G. Liang: ibid. 97, 5489 (1975)Google Scholar
  262. 262.
    G. A. Olah, D. J. Donovan, G. K. S. Prakash: Tetrahedron Lett. 1978, 4779Google Scholar
  263. 263.
    J. S. Staral, J. D. Roberts; J. Am. Chem. Soc. 100, 8018 (1980)Google Scholar
  264. 264.
    M. Saunders, P. v. R. Schleyer, G. A. Olah: ibid. 86, 5680 (1964)Google Scholar
  265. 265.
    M. Saunders, M. R. Kates, K. B. Wiberg, W. Pratt: ibid. 99, 8072 (1977)Google Scholar
  266. 266.
    V. Koptyug, A. Rezvukhin, E. Lippmaa, T. Pehk: Tetrahedron Lett. 1968, 4009Google Scholar
  267. 267.
    V. A. Koptyug, E. T. Lippmaa, A. I. Rezvukhin, T. U. Pehk: Izv. Akad. Nauk SSSR, Ser. Khim. 1969, 285Google Scholar
  268. 268.
    V. I. Mamatyuk, A. N. Detzina, V. A. Koptyug: Zh. Org. Khim 12, 739 (1976)Google Scholar
  269. 269.
    V. I. Mamatyuk, V. A. Koptyug: Zh. Org. Khim. 13, 818 (1977)Google Scholar
  270. 270.
    D. G. Farnum, in: Adv. Phys. Org. Chem. (V. Gold, Ed.) London, Academic Press, 1975, vol. 11, p. 123Google Scholar
  271. 271.
    G. I. Borodkin, I. K. Korobeinicheva, V. G. Shubin: Zh. Org. Khim. 12, 2381 (1976)Google Scholar
  272. 272.
    B. G. Derendyaev, V. I. Mamatyuk, V. A. Koptyug: Tetrahedron Lett. 1969, 5Google Scholar
  273. 273.
    V. I. Mamatyuk, B. G. Derendyaev, A. N. Detzina, V. A. Koptyug: Zh. Org. Khim. 12, 2487 (1974)Google Scholar
  274. 274.
    N. V. Bodoev, V. I. Mamatyuk, A. P. Krysin, V. A. Koptyug: Izv. Akad. Nauk SSSR, Ser. Khim. 1978, 1199Google Scholar
  275. 275.
    R. M. Cooper, M. C. Grossel, M. J. Perkins: J.C.S., Perkin II 1972, 594Google Scholar
  276. 276.
    M. C. Grossel, M. J. Perkins: J.C.S., Perkin II 1976, 1334Google Scholar
  277. 277.
    V. D. Sutula, V. A. Koptyug: Dokl. Akad. Nauk SSSR 247, 1424 (1979)Google Scholar
  278. 278.
    S. McLean, D. M. Findlay: Can. J. Chem. 48, 3107 (1970)Google Scholar
  279. 279.
    S. McLean, C. J. Webster, R. J. D. Rutherford: ibid. 47, 1555 (1969)Google Scholar
  280. 280.
    J. W. de Haan, H. Kloosterziel: Rec. Trav. Chim. 87, 298 (1968)CrossRefGoogle Scholar
  281. 281.
    W. C. Herndon, J. M. Manion: J. Org. Chem. 33, 4504 (1968)Google Scholar
  282. 282.
    S. McLean. P.: Haynes: Tetrahedron 21, 2329 (1965)Google Scholar
  283. 283.
    F. Bernardi, W. J. Hehre: J. Am. Chem. Soc. 95, 3078 (1973)Google Scholar
  284. 284.
    H.-J. Köhler, H. Lischka: ibid. 101, 3479 (1979)Google Scholar
  285. 285.
    K. Raghavachari, R. A. Whiteside, J. A. Pople, P. v. R. Schleyer: J. Am. Chem. Soc. 103, 5649 (1981)Google Scholar
  286. 286.
    M. J. S. Dewar, G. P. Ford: ibid. 101, 783 (1979)Google Scholar
  287. 287.
    H. Lischka, H.-J. Köhler: ibid. 100, 5297 (1978)Google Scholar
  288. 288.
    W. J. Hehre: ibid. 94, 5919 (1972)Google Scholar
  289. 289.
    A. C. Hopkinson, M. H. Lien, K. Yates, I. G. Csizmadia: Theoret. Chim. Acta. 44, 385 (1977)Google Scholar
  290. 290.
    A. C. Hopkinson, M. H. Lien, I. G. Csizmadia, K. Yates: ibid. 55, 1 (1980)Google Scholar
  291. 291.
    L. Radom, D. Poppinger, R. C. Huddon, in: Carbonium Ions (G. A. Olah, P. von R. Schleyer, Eds.) New York, Wiley-Interscience, 1976, vol. 5, p. 2303Google Scholar
  292. 292.
    V. P. Loktev: Dissertation, Novosibirsk (1981)Google Scholar
  293. 293.
    J. A. Ross, R. P. Seiders, D. M. Lemal: J. Am. Chem. Soc. 98, 4325 (1976)Google Scholar
  294. 294.
    J. P. Snyder, T. A. Halgren: ibid. 102, 2861 (1980)Google Scholar
  295. 295.
    G. I. Borodkin, V. A. Koptyug, V. G. Shubin: Dokl. Akad. Nauk SSSR 255, 587 (1980)Google Scholar
  296. 296.
    G. I. Borodkin, V. G. Shubin: Zh. Org. Khim. 18, 899 (1982)Google Scholar
  297. 297.
    T. S. Abram, W. E. Watts: J.C.S., Perkin I 1975, 116Google Scholar
  298. 298.
    T. M. Gund, P. v. R. Schleyer, P. H. Gund, W. T. Wipke: J. Am. Chem. Soc. 97, 743 (1975)Google Scholar
  299. 299.
    E. Ösawa, K. Aigami, Y. Inamoto: J.C.S., Perkin II 1979, 181Google Scholar
  300. 300.
    V. A. Bushmelev, M. M. Shakirov, B. G. Derendyaev, V. A. Koptyug: Zh. Org. Khim. 15, 1934 (1979)Google Scholar
  301. 301.
    V. A. Bushmelev, M. M. Shakirov, D. M. Brouwer, V. A. Koptyug: ibid. 15, 1347 (1979)Google Scholar
  302. 302.
    P. v. R. Schleyer: Angew. Chem., Internat. Edit. 8, 529 (1969)Google Scholar
  303. 303.
    D. M. Brouwer, H. Hogeveen: Rec. Trav. Chim. 89, 211 (1970)CrossRefGoogle Scholar
  304. 304.
    D. V. Korchagina: Dissertation, Novosibirsk (1974)Google Scholar
  305. 305.
    R. P. Kirchen, T. S. Sorensen: J. Am. Chem. Soc. 100, 1487 (1978)Google Scholar
  306. 306.
    J. Chandrasekhar, P. von R. Schleyer: Tetrahedron Lett. 1979, 4057Google Scholar
  307. 307.
    G. A. Olah, P. W. Westerman, J. Nishimura: J. Am. Chem. Soc. 96, 3548 (1974)Google Scholar
  308. 308.
    P. van Pelt: Thesis, Eindhoven (1975)Google Scholar
  309. 309.
    G. A. Olah, G. Liang: J. Am. Chem. Soc. 96, 195 (1974)Google Scholar
  310. 310.
    K. L. Cook, A. J. Waring: J.C.S., Perkin II 1973, 84Google Scholar
  311. 311.
    V. P. Vitullo, N. Grossman: J. Am. Chem. Soc. 94, 3844 (1972)Google Scholar
  312. 312.
    V. A. Bushmelev, A. V. Chikinev, M. M. Shakirov: Zh. Org. Khim. 18, 1691 (1982)Google Scholar
  313. 313.
    M. M. Shakirov: Diploma Thesis, Novosibirsk (1972)Google Scholar
  314. 314.
    M. M. Shakirov, V. G. Shubin, A. I. Rezvukhin: Izv. Sib. Otd. Akad. Nauk SSSR. Ser. Khim. Nauk, No 9, issue 4, p. 155 (1974)Google Scholar
  315. 315.
    R. F. Childs: Chem. Commun., 1969, 946Google Scholar
  316. 316.
    V. G. Shubin: Dissertation, Novosibirsk (1967)Google Scholar
  317. 317.
    D. M. Brouwer, E. L. Mackor, C. MacLean, in: Carbonium Ions (G. A. Olah, P. von R. Schleyer, Eds.) New York, Wiley-Interscience, 1970, vol. 2, p. 837Google Scholar
  318. 318.
    T. Birchall, R. J. Gillespie: Can. J. Chem. 43, 1045 (1965)Google Scholar
  319. 319.
    D. Mirda, D. Rapp, G. M. Kramer: J. Org. Chem. 44, 2619 (1979)Google Scholar
  320. 320.
    L. M. Mozulenko: Dissertation, Novosibirsk (1972)Google Scholar
  321. 321.
    D. M. Brouwer: Rec. Trav. Chim. 87, 210 (1968)CrossRefGoogle Scholar
  322. 322.
    D. M. Brouwer, E. L. Mackor: Proc. Chem. Soc. 1964, 147Google Scholar
  323. 323.
    D. M. Brouwer: Rec. Trav. Chim. 88, 9 (1969)CrossRefGoogle Scholar
  324. 324.
    G. A. Olah, J. Lukas: J. Am. Chem. Soc. 89, 2227 (1967)Google Scholar
  325. 325.
    G. A. Olah, J. Lukas: ibid. 89, 4739 (1967)Google Scholar
  326. 326.
    D. M. Brouwer, J. A. van Doorn: unpublished, cited from Ref.64) Google Scholar
  327. 327.
    N. C. Deno, N. Friedman, J. D. Hodge, J. J. Houser: J. Am. Chem. Soc. 85, 2995 (1963)Google Scholar
  328. 328.
    D. M. Brouwer, J. A. van Doorn, A. A. Kiffen: Rec. Trav. Chim. 91, 1359 (1972)CrossRefGoogle Scholar
  329. 329.
    S. Barton, C. R. Porter: J.C.S., 1956, 2483Google Scholar
  330. 330.
    P. C. Myhre, C. S. Yannoni: J. Am. Chem. Soc. 103, 230 (1981)Google Scholar
  331. 331.
    G. I. Borodkin, S. M. Nagy, V. G. Shubin: Izv. Akad. Nauk SSSR, Ser. Khim., 1982, 2639Google Scholar
  332. 332.
    W. L. Jorgensen: J. Am. Chem. Soc. 100, 1049 (1978)Google Scholar
  333. 333.
    G. M. Kramer: Int. J. Mass Spectr. Ion Phys. 19, 139 (1976)Google Scholar
  334. 334.
    H.-J. Rauscher, D. Heidrich, H.-J. Köhler, D. Michel: Theoret. Chim. Acta 57, 255 (1980)Google Scholar
  335. 335.
    J. F. Wolf, R. G. Härch, R. W. Taft: J. Am. Chem. Soc. 97, 2904 (1975)Google Scholar
  336. 336.
    V. Gold: J.C.S., Faraday I 1978, 1611Google Scholar
  337. 337.
    D. Heidrich, U. Göring, W. Förster, C. Weiss: Tetrahedron 35, 651 (1979)Google Scholar
  338. 338.
    C. Wesdemiotis, R. Wolfschütz, H. Schwarz: ibid. 36, 275 (1980)Google Scholar
  339. 339.
    I. A. Abronin, G. M. Zhidomirov: Izv. Akad. Nauk SSSR, Ser. Khim. 1981, 1752Google Scholar
  340. 340.
    J. H. Vorachek, G. G. Meisels, R. A. Geanangel, R. H. Emmel: J. Am. Chem. Soc. 95, 4078 (1973)Google Scholar
  341. 341.
    P. Ausloos, R. E. Rebbert, L. W. Sieck, T. O. Tierman: J. Am. Chem. Soc. 94, 8939 (1972)Google Scholar
  342. 342.
    T. H. Morton: J. Am. Chem. Soc. 102, 1596 (1980)Google Scholar
  343. 343.
    D. G. Hall, T. H. Morton: J. Am. Chem. Soc. 102, 5686 (1980)Google Scholar
  344. 344.
    D. Kuck, H.-Fr. Grützmacher: Org. Mass Spectr. 13, 90 (1978)Google Scholar
  345. 345.
    G. A. Olah, R. H. Schlosberg, R. D. Porter, Y. K. Mo, D. P. Kelly, G. D. Mateescu: J. Am. Chem. Soc. 94, 2034 (1972)Google Scholar
  346. 346.
    F. Cacace, P. Giacomello: J.C.S., Perkin II 1978, 652Google Scholar
  347. 347.
    F. Cacace, M. Speranza: J. Am. Chem. Soc. 98, 7305 (1976)Google Scholar
  348. 348.
    V. D. Nefedov, E. N. Sinotova, G. P. Akulov, M. V. Korsakov: Zh. Org. Khim. 6, 1214 (1970)Google Scholar
  349. 349.
    J. T. Gleghorn, F. W. McConkey, and (in part) K. Lundy: J. Chem. Res. (M) 1978, 4731Google Scholar
  350. 350.
    L. A. Telkowski, M. Saunders, in: Dynamic Nuclear Magnetic Resonance Spectroscopy (L. M. Jackson, F. A. Cotton, Eds.) New York, Academic Press, 1975, p. 523Google Scholar
  351. 351.
    G. A. Olah, E. B. Baker, J. C. Evans, W. S. Tolgyesi, J. S. McIntyre, I. J. Bastien: J. Am. Chem. Soc. 86, 1360 (1964)Google Scholar
  352. 352.
    P. von R. Schleyer, in: Reaction Transition States (J.-E. Dubois, Ed.) New York, Gordon and Breach, 1975, p. 197Google Scholar
  353. 353.
    E. M. Arnett, C. Petro, P. von R. Schleyer: J. Am. Chem. Soc. 101, 522 (1979)Google Scholar
  354. 354.
    M. P. Polovinka, S. A. Osadchii, D. V. Korchagina, Zh. V. Dubovenko, V. A. Barkhash: Zh. Org. Khim. 17, 1629 (1981)Google Scholar
  355. 355.
    G. Fraenkel, P. D. Ralph, J. P. Kim: Can. J. Chem. 43, 674 (1965)Google Scholar
  356. 356.
    J. T. Keating, P. S. Skell, in: Carbonium Ions (G. A. Olah, P. v. R. Schleyer, Eds.) New York, Wiley-Interscience, 1970, vol. 2, p. 573Google Scholar
  357. 357.
    M. Saunders, E. L. Hagen, J. Rosenfeld: J. Am. Chem. Soc. 90, 6882 (1968)Google Scholar
  358. 358.
    D. Cram, in: Steric Effects in Organic Chemistry (M. S. Newman, Ed.) New York, Wiley, 1956, p. 249Google Scholar
  359. 359.
    J. F. Lane, E. S. Wallis: J. Am. Chem. Soc. 63, 1674 (1941)Google Scholar
  360. 360.
    J. J. Beggs, M. B. Meyers: J.C.S. 1970B, 930Google Scholar
  361. 361.
    S. M. Funtova: Dissertation, Moscow (1972)Google Scholar
  362. 362.
    Yu. G. Bundel: Dissertation, Moscow (1973)Google Scholar
  363. 363.
    T. Shono, K. Fujita, S. Kumai: Tetrahedron Lett. 1973, 3123Google Scholar
  364. 364.
    W. Kirmse, W. Gruber: Chem. Ber. 106, 1365 (1973)Google Scholar
  365. 365.
    D. V. Korchagina, B. G. Derendyaev. V. G. Shubin: Zh. Org. Khim. 10, 1457 (1974)Google Scholar
  366. 366.
    G. A. Olah, R. J. Spear, G. Messina, P. W. Westerman: J. Am. Chem. Soc. 97, 4051 (1975)Google Scholar
  367. 367.
    T. L. Gilchrist, R. C. Storr: Organic Reactions and Orbital Symmetry, Cambridge University Press, 1972, p. 215Google Scholar
  368. 368.
    R. E. Lehr, A. P. Marchand: Orbital Symmetry. A Problem-Solving Approach, New York, Academic Press, 1972, p. 13Google Scholar
  369. 369.
    H. D. Zook, S. C. Paviak: J. Am. Chem. Soc. 77, 2501 (1955)Google Scholar
  370. 370.
    Z. N. Parnes, S. V. Vitt, D. N. Kursanov: Zh. Obsch. Khim. 28, 410 (1958)Google Scholar
  371. 371.
    T. D. Turbitt, W. E. Watts: J. Organomet. Chem. 57, C78 (1973)Google Scholar
  372. 372.
    M. T. Reetz: Angew. Chem., Internat. Edit. 11, 129, 130 (1972)Google Scholar
  373. 373.
    M. T. Reetz, in: Adv. Organomet. Chem. (F. G. A. Stone, R. West, Eds.) New York, Academic Press, 1977, vol. 16, p. 33Google Scholar
  374. 374.
    M. T. Reetz, M. Kliment, M. Plachky: Angew. Chem., Internat. Edit. 13, 813 (1974)Google Scholar
  375. 375.
    M. T. Reetz: Tetrahedron 29, 2189 (1973)Google Scholar
  376. 376.
    G. I. Borodkin, M. M. Shakirov, V. G. Shubin, V. A. Koptyug: Zh. Org. Khim. 12, 1303 (1976)Google Scholar
  377. 377.
    B. Calas, L. Giral: Bull. Soc. Chim. France 1972, 2895Google Scholar
  378. 378.
    V. I. Sokolov, K. I. Granberg, V. V. Bashilov, D. A. Lemenovskii, P. V. Petrovskii, O. A. Reutov: Dokl. Akad. Nauk SSSR 214, 393 (1974)Google Scholar
  379. 379.
    J. Mulzer, G. Brüntrup: Angew. Chem., Internat. Edit. 18, 793 (1979)Google Scholar
  380. 380.
    V. G. Lipovich: Izv. Sib. Otd. Akad. Nauk SSSR. Ser. Khim. Nauk, No 7, issue 3, p. 12 (1980)Google Scholar
  381. 381.
    Yu. N. Porshnev, V. I. Erikhov, M. I. Cherkashin: Dokl. Akad. Nauk SSSR 248, 118 (1979)Google Scholar
  382. 382.
    E. P. Ivakhnenko, V. B. Panov, O. Yu. Okhlobystin: ibid. 243, 659 (1978)Google Scholar
  383. 383.
    C. L. Perrin: J. Am. Chem. Soc. 99, 5516 (1977)Google Scholar
  384. 384.
    C. E. Barnes, P. C. Myhre: ibid. 100, 975 (1978)Google Scholar
  385. 385.
    B. H. Meier, R. R. Ernst: ibid. 101, 6441 (1969)Google Scholar
  386. 386.
    M. J. Perkins, P. Ward, in: Mechanisms of Molecular Migrations (B. S. Thyagarajan, Ed.) New York, Wiley-Interscience, 1971, vol. 4, p. 55Google Scholar
  387. 387.
    J. J. Dannenberg, B. J. Goldberg, J. K. Barton, K. Dill, D. H. Weinwurzel, M. O. Longas: J. Am. Chem. Soc. 103, 7764 (1981)Google Scholar
  388. 388.
    E. Wistuba, C. Rüchardt: Tetrahedron Lett. 1981, 4069Google Scholar
  389. 389.
    D. D. Roberts: J. Org. Chem. 77, 561 (1982)Google Scholar

Copyright information

© Springer-Verlag 1984

Authors and Affiliations

  • Vyacheslav Gennadievich Shubin
    • 1
  1. 1.Institute of Organic ChemistrySiberian Division of the USSR Academy of SciencesNovosibirsk-90USSR

Personalised recommendations