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Oxidations by Cobalt Compounds

  • Chapter
Organic Syntheses by Oxidation with Metal Compounds

Abstract

Transition metal organometallic chemistry has been one of the most active areas of chemical research for the past 25 years.1–26 A significant part of this academic and industrial research has been concerned with the use of transition metal organometallics in organic synthesis. Although the majority of the processes utilized industrially involve catalysis by metal complexes, an increasing variety of catalytic processes are being developed for conventional laboratory syntheses. Moreover, since catalytic processes are generally more selective and do not produce large amounts of inorganic compounds which are difficult to dispose of, this discussion of cobalt oxidations will include catalytic processes and traditional stochiometric oxidation procedures.

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References

  1. G. W. Parshall, Homogeneous Catalysis, Wilcy-Interscience, New York, 1980.

    Google Scholar 

  2. P. N. Rylander, Organic Syntheses with Noble Metal Catalysts. Academic, New York, 1973.

    Google Scholar 

  3. F. G. A. Stone and R. West, in Advances in Organometallic Chemistry, Vol. 17, Catalysis and Organic Syntheses, Academi, New York, 1979.

    Chapter  Google Scholar 

  4. R. A. Sheldon and J. K. Kochi, Metal-Catalyzed Oxidations of Organic Compounds, Academic, New York. 1981.

    Google Scholar 

  5. D. J. Hucknall, Selective Oxidation of Hydrocarbons, Academic, New York. 1974.

    Google Scholar 

  6. Catalytics Associates Inc., Selective Catalytic Oxidation of Hydrocarbons, A Critical Analysis, Mul-ticlient Study No. 1077, October, 1979, Santa Clara, California.

    Google Scholar 

  7. F. R. Mayo, Ed., Oxidation of Organic Compounds, Vols. I, II, III, Adv. Chem. Series, 75, 76, 77, American Chemical Society, Washington, D. C, 1968.

    Google Scholar 

  8. B. J. Luberoff, Ed., Homogeneous Catalysis, Adv. Chem. Chem. Series, 70, American Chemical Society, Washington, D. C, 1968.

    Google Scholar 

  9. E. K. Fields, Ed., Selective Oxidation Process, Adv. Chem. Series, 51, American Chemical Society, Washington, D. C, 1965.

    Google Scholar 

  10. C. H. Bamford and C. H. Tipper, Eds., Comprehensive Chemical Kinetics, Section 6: Oxidation and Combustion Reactions, Vol. 16, Liquid Phase Oxidations, Elsevier, Amsterdam, 1980.

    Google Scholar 

  11. J. P. Collman and L. S. Hegedus, Principles and Applications of Organotransition Metal Chemistry, University Science Books, Mill Valley, California, 1980.

    Google Scholar 

  12. E. Baciocchi, L. Mandolini, and C. Rol. J. Org. Chem. 45, 3906 (1980).

    Article  CAS  Google Scholar 

  13. E. Baciocchi, L. Eberson, and C Rol. J. Org. Chem. 47, 5106 (1982).

    Article  CAS  Google Scholar 

  14. V. Berentsveig, A. Ya. Yuffa, and L. V. Bagitova, Nefteekhimiya 21, 234 (1981).

    Google Scholar 

  15. G. L. Geoffroy and M. S. Wrighton, Organometallic Photochemistry, Academic, New York, 1979.

    Google Scholar 

  16. A. Müller and E. Dieman, Transition Metal Chemistry, Proceeding of a Workshop held at Bielefeld, Germany, July 14–17, 1980, Verlag Chemie. Deerfield Beach, Florida, 1981.

    Google Scholar 

  17. D. G. Lee, The Oxidation of Organic Compounds by Permanganate Ion and Hexavaient Chromium, Open Court, La Salle, Illinois, 1980.

    Google Scholar 

  18. K. B. Wiberg, Oxidation of Organic Chemistry, K. B. Wiberg, Ed., Part A, Academic, New York, 1965.

    Google Scholar 

  19. D. Benson, Mechanisms of Oxidation by Metal Ions, Elsevier, Amsterdam, 1976, p. 149.

    Google Scholar 

  20. R. L. Augustine, Oxidation: Techniques and Applications in Organic Synthesis, Dekker, New York, 1969.

    Google Scholar 

  21. W. A. Waters, Mechanisms of Oxidation of Organic Compounds, Methuen, London, 1964.

    Google Scholar 

  22. T. A. Turney, Oxidation Mechanisms, Butterworths, Washington, D. C, 1965.

    Google Scholar 

  23. L. J. Chinn, Selection of Oxidants in Synthesis, Dekker, New York, 1971.

    Google Scholar 

  24. W. A. Waters and J. S. Littler, in Oxidation in Organic Chemistry, K. B. Wiberg, Ed., Part A, Academic, New York, 1965, p. 185.

    Google Scholar 

  25. F. Freeman, Rev. React. Species Chem. React. 1, 37 (1973)..

    Article  CAS  Google Scholar 

  26. F. Freeman, Rev. React. Species Chem. React. 1, 179 (1976).

    Article  CAS  Google Scholar 

  27. R. Stewart, Oxidation Mechanisms: Applications to Organic Chemistry, Benjamin, New York, 1964.

    Google Scholar 

  28. Houben Weyl, Methoden der Organische Chemie, Vol 4/1 b, Oxidation, Georg Thieme, Stuttgart, 1975.

    Google Scholar 

  29. J. K. Kochi, Organometallic Mechanisms and Catalysis, Academic, New York, 1978.

    Google Scholar 

  30. H. Alper, Transition Metal Organometallics in Organic Synthesis, Vol. I, Academic, New York, 1976.

    Google Scholar 

  31. J. Falbe, in Newer Methods of Preparative Organic Chemistry, W. Foerst, Ed., Vol. 6, Academic, New York, 1971, p. 193.

    Google Scholar 

  32. L. Markó, in Aspects of Homogeneous Catalysis, R. Ugo, Ed., Vol. II, Reidel, Dordrecht, Netherlands, 1974.

    Google Scholar 

  33. F. E. Paulik, Catal. Rev. 6, 49 (1972).

    Article  CAS  Google Scholar 

  34. M. Orchin and W. Rujsilius, Catal. Rev. 6, 85 (1972).

    Article  CAS  Google Scholar 

  35. C. F. Hendriks, P. M. Heerthes, and H. C. A. van Bech, Ind. Eng. Chem. Prod. Rsch. Dev. 18, 212 (1979).

    Article  CAS  Google Scholar 

  36. S. K. Chung and K. Sasamoto, J. Chem. Soc. Chem. Commun. 1981, 346.

    Google Scholar 

  37. R. A. Sheldon and J. K. Kochi, Adv. Catal. 25, 272 (1976).

    Article  CAS  Google Scholar 

  38. Y. Kamiya, S. Beaton, A. Lafortune, and K. U. Ingold, Can. J. Chem. 41, 2020 (1963).

    Article  CAS  Google Scholar 

  39. E. T. Denisov and N. M. Emanuel, Russ. Chem. Rev. 29, 645 (1960).

    Article  Google Scholar 

  40. R. Hiatt, K. C. Irvin, and C. W. Gould, J. Org. Chem. 33, 1430 (1968).

    Article  CAS  Google Scholar 

  41. I.I. Chuev, V. A. Sushunov, M. K. Shchennikova, and G. A. Abakumor, Kinet. Katal. USSR 10, 75 (1969); ibid. 11,426(1970).

    Google Scholar 

  42. R. P. Lowry and A. Aguilo, Hydrocarbon Process. 53, 103 (1974).

    CAS  Google Scholar 

  43. K. S. McMahon, Acetic Acid, in J. J. McKetta and W. A. Cunningham, Eds., Encyclopedia of Chemical Processing and Design, Vol. I, Dekker, 1976, pp. 216, 240, 258.

    Google Scholar 

  44. A. Onopchenko and J. G. D. Schulz, J. Org. Chem. 38, 909 (1973).

    Article  CAS  Google Scholar 

  45. F. Broich, Chem. Ing. Tech. 36, 417 (1964).

    Article  CAS  Google Scholar 

  46. F. Broich, H. Höfermann, W. Hunsmann, and H. Simmrock, Erdōl Kohle-Erdgas Petrochemie 16, 284(1963).

    CAS  Google Scholar 

  47. J. S. Bartlett, B. Hudson, and J. Pennington, U.S. Patent No. 4,086,267 (1978).

    Google Scholar 

  48. N. M. Emanuel, Z. K. Maizus, and I. P. Skibida, Angew. Chem. Int. Ed 8, 97 (1969).

    Article  CAS  Google Scholar 

  49. T. Szymanska-Buzar and J. J. Ziolkowski, Koord. Khim. 2, 1172 (1976).

    CAS  Google Scholar 

  50. M. A. Zeitlin and J. J. Harper, U.S. Patent No. 4,278,503 (1981); Chem. Abstr. 95, 114808 (1981).

    Google Scholar 

  51. J. S. Bartlett, J. Pennington, and B. Hudson, European Patent Appl. 18, 729 (1979); Chem. Abstr. 94, 139236(1981).

    Google Scholar 

  52. B. P. McGrath, H. S. Green, and A. D. Hulme, British Patent No. 1,553,820 (1979); Chem. Abstr. 93, 25913h (1980).

    Google Scholar 

  53. J. Hanotier, Ph. Camerman, M. Hanotier-Bridoux, and P. de Radzitzky, J. Chem. Soc. Perkin Trans. 2 1972, 2247.

    Google Scholar 

  54. J. Hanotier, M. Hanotier-Bridoux, and P. de Radzitzky, J. Chem. Soc. Perkin Trans. 2 1973, 381.

    Google Scholar 

  55. J. Hanotier and M. Hanotier-Bridoux, J. Chem. Soc. Perkin Trans. 2 1973, 1035.

    Google Scholar 

  56. J. Vaerman, P. de Radzitzky, and J. Hanotier, British Patent No. 1,209,140 (1970).

    Google Scholar 

  57. A. Onopchenko and J. G. D. Schulz, J. Org. Chem. 40, 3338 (1975).

    Article  CAS  Google Scholar 

  58. A. Onopchenko and J. G. D. Schulz. J. Org. Chem. 38, 3729 (1973).

    Article  CAS  Google Scholar 

  59. L. Verstraelen, M. Lalmand, A. J. Hubert, and P. Teyssié, J. Chem. Soc. Perkin Trans. 2 1976, 1285.

    Google Scholar 

  60. S. R. Jones and J. M. Mellor, J. Chem. Soc. Chem. Commun. 1976, 385.

    Google Scholar 

  61. G. J. Edwards, S. R. Jones, and J. M. Mellor, J. Chem. Soc. Chem. Commun. 1975, 816.

    Google Scholar 

  62. S. R. Jones and J. M. Mellor, J. Chem. Soc. Chem. Commun. 1976. 385.

    Google Scholar 

  63. H. J. Boonstra and P. Zwietenng, Chem. Ind. (London) 1966, 2039.

    Google Scholar 

  64. S. A. Miller, Chem. Proc. Eng. 50, 63 (1969).

    CAS  Google Scholar 

  65. I. V. Berezin, E. T. Denisov, and N. M. Emanuel, The Oxidation of Cvclohexane, Pergamon, New York, 1966.

    Google Scholar 

  66. V. D. Luedecke, Adipic Acid, in J. J. McKetta and W. A. Cunningham, eds.. Encyclopedia of Chemical Processing and Design, Vol. 2. Dekker, 1977, pp. 128–146.

    Google Scholar 

  67. G. W. Parshall, J. Mol. Cat. 4, 243 (1978).

    Article  CAS  Google Scholar 

  68. A. F. Lindsay, Chem. Eng. Sci. 3, Suppl. 1, 78 (1954).

    Article  Google Scholar 

  69. H. W. Prengle and L. F. Hatch, Hydrocarbon Process. 49, 106 (1970).

    CAS  Google Scholar 

  70. C. Parlant, I. Seree de Roch, and J. C. Balanceanu, Bull. Soc. Chim. Fr. 11, 2452 (1963).

    Google Scholar 

  71. W. Fleming and W. Speer, U.S. Patent No. 2,005,183 (1935).

    Google Scholar 

  72. W. J. van Asselt and D. W. van Krevelen, Chem. Eng. Sci. 18, 471 (1963).

    Article  Google Scholar 

  73. W. J. van Asselt and D. W. van Krevelen, Rec. Trav. Chim. Pays. Bos 82, 51, 429 (1963).

    Google Scholar 

  74. G. D. J. Schulz and A. Onopchenko, U.S. Patent No. 4,263,453 (1981); Chem. Abstr. 95, 42383 (1981).

    Google Scholar 

  75. J. G. D. Schulz and A. Onopchenko, J. Org. Chem. 45, 3716 (1980).

    Article  CAS  Google Scholar 

  76. D. G. Hendry, C. W. Gould, D. Schuetzle, M. G. Syz, and F. R. Mayo, J. Org. Chem. 41, 1 (1976).

    Article  CAS  Google Scholar 

  77. J. D. Druliner, J. Org. Chem. 43, 2069 (1978).

    Article  CAS  Google Scholar 

  78. Y. Kamiya and M. Kotake, Bull. Chem. Soc. Jpn. 46, 2780 (1973).

    Article  CAS  Google Scholar 

  79. G. N. Koshel, M. I. Farberov, T. N. Anmonova, L. V. Bedareva, N. G. Vasil’ev, and L. V. Ob’edkova, Neftekhimiya 14, 263 (1974).

    CAS  Google Scholar 

  80. I. I. Korsak and V. E. Agebekov, Dokl Akad. Nauk SSSR, 19, 711 (1975).

    CAS  Google Scholar 

  81. A. A. Perchenko and A. V. Oberemko, Neftekhimiya 14, 417 (1974).

    CAS  Google Scholar 

  82. M. S. Furman, V. P. Ivanov, A. D. Shestakova, L. E. Mitauer, and S. Solaveva, Zh. Khim. 1973, 17.

    Google Scholar 

  83. A. Mee, British Patent No. 1,366,504 (1974).

    Google Scholar 

  84. J. G. Zajacek and L. J. Cam, German Patent No. 2,400,322 (1974).

    Google Scholar 

  85. K. Tanaka, Hydrocarbon Process. 53, 114 (1974).

    CAS  Google Scholar 

  86. K. Tanaka, Chemtech. 4, 555 (1974).

    CAS  Google Scholar 

  87. J. Imamura, M. Takehara, and K. Kizawa, German Patent No. 2,605,678 (1976).

    Google Scholar 

  88. A. J. Chalk, S. A. Magennis, and W. E. Newman, in Fundamental Research in Homogeneous Catalysis, M. Tsutsui, Ed., Vol. 3, Plenum, New York, 1979, p. 445.

    Google Scholar 

  89. Compare P. Maggioni and F. Minisci, Chim. Ind. (Milan) 61, 101 (1979).

    CAS  Google Scholar 

  90. J. Hanotier, M. Hanotier-Bridoux, and P. de Radzitzky, British Patent No. 1,206,268 (1970).

    Google Scholar 

  91. Y. Kamiya and M. Kashima, Bull. Chem. Soc. Jpn. 46, 905 (1973).

    Article  CAS  Google Scholar 

  92. K. Nishizawa, K. Hamada, and T. Aratani, European Patent No. 12, 939 (1979).

    Google Scholar 

  93. J. A. Howard, Adv. Free-Radical Chem. 4, 49 (1972).

    CAS  Google Scholar 

  94. G H. Bell, U.S. Patent No. 3,631,204 (1971).

    Google Scholar 

  95. D. E. Burney, G. H. Weisemann, and N. Fragen, Petrol. Refiner 38, 186 (1959).

    CAS  Google Scholar 

  96. A. Saffer and R. S. Barker, U.S. Patent No. 2,833,816 (1958).

    Google Scholar 

  97. C. M. Park and D. G. Micklewright, U.S. Patent No. 4,053,506 (1977).

    Google Scholar 

  98. E. J. Y. Scott and A. W. Chester, J. Phys. Chem. 76, 1520 (1972).

    Article  CAS  Google Scholar 

  99. Y. Ichikawa and Y. Takeuchi, Hydrocarbon Proc. 51, 103 (1972).

    CAS  Google Scholar 

  100. D. A. S. Ravens, Trans. Faraday Soc. 55, 1768 (1959).

    Article  CAS  Google Scholar 

  101. R. W. Ingwalson and G. D. Kyker, Benzoic Acid, in J. J. McKetta and W. A. Cunningham, Eds., Encyclopedia of Chemical Processing and Design, Vol. 4, Dekker, New York, 1977, pp. 296–308.

    Google Scholar 

  102. K. Namie, T. Harada, and T. Fuji, U.S. Patent No. 3,903,148 (1975).

    Google Scholar 

  103. R. Landau and A. Saffer, Chem. Eng. Prog. 64, 20 (1968).

    Google Scholar 

  104. W. F. Brill, Ind. Eng. Chem. 52, 837 (1960).

    Article  CAS  Google Scholar 

  105. G. A. Galstyan, V. A. Yakobi, M. M. Dvortsevoi and T. M. Galstyan, J. Appl. Chem. USSR 51, 123 (1978).

    Google Scholar 

  106. A. S. Hay, J. W. Eustance and H. S. Blanchard, J. Org. Chem. 25, 616 (1960).

    Article  CAS  Google Scholar 

  107. C. F. Hendricks, H. C. A. van Beck, and P. M. Heerthes, Ind. Eng. Chem. Prod. Rsch. Dev. 17, 256 (1978).

    Article  Google Scholar 

  108. T. Morimoto and Y. Ogata, J. Chem. Soc. B 62, 1353 (1967).

    Article  Google Scholar 

  109. E. I. Heiba, R. M. Dessau, and W. J. Koehl, J. Am. Chem. Soc. 91, 6830 (1969); Preprint, Division of Petroleum Chemistry, American Chemical Society 1969, p. A44.

    Article  CAS  Google Scholar 

  110. A. Onopchenko and J. G. D. Schulz, J. Org. Chem. 37, 2564 (1972).

    Article  CAS  Google Scholar 

  111. A. Onopchenko, J. G. D. Schulz, and R. Seekircher, J. Chem. Soc. Chem. Commun. 1971, 939.

    Google Scholar 

  112. E. Baciocchi, L. Mandolini, and C. Rol, J. Org. Chem. 45, 3906 (1980).

    Article  CAS  Google Scholar 

  113. V. N. Sapunov and L. Abdenur, Kinet. Katai (Eng. Trans.) 15, 20 (1974).

    Google Scholar 

  114. Y. Kamiya and M. Kashima, Bull. Chem. Soc. Jpn. 46, 905 (1973).

    Article  CAS  Google Scholar 

  115. Y. Kamiya and M. Kashima. J. Catal. 25, 326 (1972).

    Article  CAS  Google Scholar 

  116. C. Giordano, A. Belli, and A. Citterio, J. Org. Chem. 45, 345 (1980).

    Article  CAS  Google Scholar 

  117. M. Kashima and Y. Kamiya, Bull. Chem. Soc. Jpn. 47, 481 (1974).

    Article  CAS  Google Scholar 

  118. K. Sakota, Y. Kamiya, and N. Ohta, Can. J. Chem. 47, 387 (1969).

    Article  CAS  Google Scholar 

  119. P. J. Andrulis, Jr., M. J. S. Dewar, R. Dietz, and R. L. Hunt, J. Am. Chem. Soc. 88, 5473 (1966).

    Article  CAS  Google Scholar 

  120. A. W. Chester, E. I. Heiba, R. M. Dessau, and W. J. Koehl, Jr., Inorg. Nucl. Chem. Lett. 5, 277 (1969).

    Article  CAS  Google Scholar 

  121. A. W. Chester, J. Org. Chem. 35, 1797 (1970).

    Article  CAS  Google Scholar 

  122. J. Imamura, M. Takehara, K. Chigasaki, and K. Kizawa, German Patent No. 2,605,678 (1975).

    Google Scholar 

  123. A. N. Nemecek, C. F. Hendricks, H. C. A. van Beek, M. A. de Bruyn, and E. J. H. Kerckhoffs, Ind. Eng. Chem. Prod. Rsch. Dev. 17, 133 (1978).

    Article  CAS  Google Scholar 

  124. C. F. Hendricks, H. C. A. van Beek, and P. M. Heertjes, Ind. Eng. Chem. Prod. Rsch. Dev. 16, 270 (1977); 17,260(1978).

    Google Scholar 

  125. A. Onopchenko, J. G. D. Schulz, and R. Seekircher, J. Org. Chem. 37, 1414 (1972).

    Article  CAS  Google Scholar 

  126. R. M. Dessau, S. Shih, and E. I. Heiba, J. Am. Chem. Soc. 92, 412 (1970).

    Article  CAS  Google Scholar 

  127. J. K. Kochi, R. T. Tang, and T. Bernath, J. Am. Chem. Soc. 95, 7114 (1973).

    Article  CAS  Google Scholar 

  128. R. T. Tang and J. K. Kochi, J. Inorg. Nucl. Chem. 35, 3845 (1973).

    Article  CAS  Google Scholar 

  129. S. S. Lande and J. K. Kochi, J. Am. Chem. Soc. 90, 5196 (1968).

    Article  CAS  Google Scholar 

  130. D. A. S. Ravens, Trans. Faraday Soc. 55, 1768 (1959).

    Article  CAS  Google Scholar 

  131. Y. Kamiya, J. Catal. 33, 480 (1974).

    Article  CAS  Google Scholar 

  132. C. E. H. Bawn and T. K. Knight, Discuss. Faraday Soc. 46, 164 (1968).

    Article  Google Scholar 

  133. A. W. Chester, P. S. Landis, and E. J. Y. Scott, Chemtech. 1978, 366.

    Google Scholar 

  134. A. S. Hay and H. S. Blanchard, Can. J. Chem. 43, 1306 (1965).

    Article  CAS  Google Scholar 

  135. H. S. Bryant, C. A. Duval, L. E. McMakin, and J. I. Savoca, Chem. Eng. Prog. 67, 69 (1971).

    CAS  Google Scholar 

  136. T. A. Cooper and W. A. Waters, J. Chem. Soc. B 1967, 687.

    Google Scholar 

  137. Y. Kamiya, Adv. Chem. Ser. 76, 192 (1968).

    Google Scholar 

  138. M. Hronec and V. Vesely, Coll. Czech. Chem. Commun. 42, 1851 (1977).

    CAS  Google Scholar 

  139. M. Hronec and V. Vesely, Coll. Czech. Chem. Commun. 40, 2165 (1975).

    CAS  Google Scholar 

  140. J. P. Fortuin, M. J. Waale and R. P. van Oosten, Pet. Refiner, 38, 189 (1959).

    CAS  Google Scholar 

  141. H. J. den Hertog and E. C. Kooyman, J. Catal. 6, 357 (1966).

    Article  Google Scholar 

  142. J. D. V. Hanotier and M. G. S. Hanotier-Bridoux, German Patent No. 2,242,386 (1974).

    Google Scholar 

  143. . A. F. Efendiev, T. N. Shakhtaktinsky, L. F. Mustaeva, and H. L. Shick, Ind. Eng. Chem. Prod. Res. Dev. 19,75 (1980).

    Article  CAS  Google Scholar 

  144. Y. Kamiya and K. U. Ingold, Can. J. Chem. 42, 1027, 2424 (1964).

    Article  CAS  Google Scholar 

  145. J. F. Black, J. Am. Chem. Soc. 100, 527 (1978).

    Article  CAS  Google Scholar 

  146. A. V. Tobolsky, D. J. Metz, and R. B. Mesrobian, J. Am. Chem. Soc. 72, 1942 (1950).

    Article  CAS  Google Scholar 

  147. A. E. Woodward and R. B. Mesrobian, J. Am. Chem. Soc. 75, 6189 (1953).

    Article  CAS  Google Scholar 

  148. A. V. Tobolsky, India Rubber World 118, 363 (1948).

    CAS  Google Scholar 

  149. R. N. Lacey and K. Allison, U.S. Patent No. 3,258,491 (1966).

    Google Scholar 

  150. E. S. Gould and M. Rado, J. Catal. 13, 238 (1969).

    Article  CAS  Google Scholar 

  151. C. S. Sharma, S. C. Sethi, and S. Dev, Synthesis 1974, 45.

    Google Scholar 

  152. T. Szymanska-Buzar and J. J. Ziolkowski, J. Mol. Cat. 5, 341 (1979).

    Article  CAS  Google Scholar 

  153. E. B. Pedersen, T. E. Pedersen, K. Torsell, and S. O. Lawesson, Tetrahedron 29, 579 (1973).

    Article  CAS  Google Scholar 

  154. J. H. Baxendale and C F. Wells, Discuss. Faraday Soc. 14, 239 (1953).

    Article  Google Scholar 

  155. E. Lukevies, Russ. Chem. Rev. 46, 264 (1977).

    Article  Google Scholar 

  156. R. M Dessau, J. Am. Chem. Soc. 92, 6356 (1970).

    Article  CAS  Google Scholar 

  157. C. E. H. Bawn and J. A. Sharp, J. Chem. Soc. 1957, 1854; 1957, 1866.

    Article  Google Scholar 

  158. M. Prevost-Gangneux, G. Clement, and J. C. Balaceanu, Bull. Soc. Chim. Fr. 1966, 2085.

    Google Scholar 

  159. M. Hirano, E. Kitamura, and T. Morimoto, J. Chem. Soc. Perkin Trans. 2 1980, 569.

    Google Scholar 

  160. M. Hirano and T. Morimoto, J. Chem. Res. 1979, (S) 104; (M) 1069.

    Google Scholar 

  161. R. A. Budnik and J. K. Kochi, J. Org. Chem. 41, 1384 (1976).

    Article  CAS  Google Scholar 

  162. C. J. Attridge, S. J. Baker, and A. W. Parkins, Organomet. Chem. Syn. 1. 183 (1970).

    Google Scholar 

  163. Reference 26, p. 67.

    Google Scholar 

  164. G. N. Schrauzer, B. N. Bastian, and G. A. Fossehus, J. Am. Chem. Soc. 88, 4890 (1966).

    Article  CAS  Google Scholar 

  165. G. N. Schrauzer, R. K. Y. Ho, and G. Schlesinger, Tetrahedron Lett. 1970, 543.

    Google Scholar 

  166. T. M. Gund, W. Thielecke, and Paul v.R. Schleyer, Org. Syn. 53, 30 (1973).

    CAS  Google Scholar 

  167. R. F. Heck, in Organic Synthesis via Metal Carbonyls, Vol. I, I. Wender and P. Pino, Eds. Wiley Interscience, New York, 1968, p. 373–404.

    Google Scholar 

  168. R. F. Heck, Organotransition Metal Chemistry: A Mechanistic Approach, Academic, New York, 1974.

    Google Scholar 

  169. R. Heck, J. Am. Chem. Soc. 85, 1460 (1963).

    Article  CAS  Google Scholar 

  170. J. Schwartz and J. B. Cannon, J. Am. Chem. Soc. 96, 4721 (1974).

    Article  CAS  Google Scholar 

  171. A. Yamamoto and S. Kitazuma, L. S. Pu and S. Ikeda, J. Am. Chem. Soc. 93, 371 (1971).

    Article  CAS  Google Scholar 

  172. S. Swann and T. S. Xanthakos, J. Am. Chem. Soc. 53, 400 (1931).

    Article  CAS  Google Scholar 

  173. H. Greenfield, H. W. Sternberg, R. A. Friedel, J. H. Wotiz, R. Markby, and I. Wender, J. Am. Chem. Soc. 78, 120 (1956).

    Article  CAS  Google Scholar 

  174. W. G. Sly, J. Am. Chem. Soc. 81, 18 (1959).

    Article  CAS  Google Scholar 

  175. W. Hübel and C. Hoogzand, Chem. Ber. 93, 103 (1960).

    Article  Google Scholar 

  176. U. Krüerke, C. Hoogzand, and W. Hübel, Chem. Ber. 94, 2817 (1961).

    Article  Google Scholar 

  177. K. M. Nicholas and R. Pettit, Tetrahedron Lett. 1971, 3475.

    Google Scholar 

  178. R. F. Lockwood and K. M. Nicholas, Tetrahedron Lett. 1977, 4163.

    Google Scholar 

  179. H. D. Hodes and K. M. Nicholas, Tetrahedron Lett. 1978, 4349.

    Google Scholar 

  180. K. M. Nicholas, M. Mulvaney, and M. Bayer, J. Am. Chem. Soc. 102, 2508 (1980).

    Article  CAS  Google Scholar 

  181. H. Yamazaki and Y. Wakatsuki, J. Organomet. Chem. 139, 157 (1977).

    Article  CAS  Google Scholar 

  182. K. P. C. Vollhardt, Ace. Chem. Res. 10, 1 (1977); Nachr. Chem. Tech. Lab. 25, 584 (1977).

    Article  CAS  Google Scholar 

  183. A. J. Hubert and J. Dale, J. Chem. Soc. 1965, 3160.

    Google Scholar 

  184. R. S. Macomber, J. Org. Chem. 38, 816 (1973).

    Article  CAS  Google Scholar 

  185. R. B. King and M. N. Ackermann, J. Organomet. Chem. 67, 431 (1974), and references cited therein.

    Article  CAS  Google Scholar 

  186. R. B. King, I. Haiduc, and A. Efraty, J. Organomet. Chem. 47, 145 (1973).

    Article  CAS  Google Scholar 

  187. K. P. C. Vollhardt and R. G. Bergman, J. Am. Chem. Soc. 96, 4996 (1974).

    Article  CAS  Google Scholar 

  188. R. L. Hillard III and K. P. C. Vollhardt, Angew. Chem. 87, 744 (1975); Angew. Chem. Int. Ed. 14, 712 (1975).

    Article  Google Scholar 

  189. R. L. Hillard III and K. P. C. Vollhardt, J. Am. Chem. Soc. 99, 4058 (1977).

    Article  CAS  Google Scholar 

  190. R. L. Funk and K. P. C. Vollhardt, J. Am. Chem. Soc. 99, 5483 (1977).

    Article  CAS  Google Scholar 

  191. R. L. Funk and K. P. C. Vollhardt, J. Am. Chem. Soc. 101, 215 (1979).

    Article  CAS  Google Scholar 

  192. Y. Wakatsuki, K. Akoi, and H. Yamazaki, J. Am. Chem. Soc. 96, 5284 (1974).

    Article  CAS  Google Scholar 

  193. Y. Wakatsuki and H. Yamazaki, Tetrahedron Lett. 1973, 3383.

    Google Scholar 

  194. H. Bönnemann, R. Brinkmann, and H. Schenkluhn, Synthesis 1974, 575.

    Google Scholar 

  195. H. Bönnenmann, Angew. Chem. Int. Ed. 17, 505 (1978).

    Article  Google Scholar 

  196. R. A. Clement, U.S. Patent No. 3,829,429 (1974).

    Google Scholar 

  197. Y. Wakatsuki and H. Yamazaki, Synthesis 1976, 26.

    Google Scholar 

  198. Y. Wakatsuki and H. Yamazaki, J. Chem. Soc. Dalton 1978, 1278.

    Google Scholar 

  199. Y. Wakatsuki and H. Yamazaki, J. Chem. Soc. Chem. Commun. 1973, 280.

    Google Scholar 

  200. Y. Wakatsuki, T. Kuramitsu, and H. Yamazaki, Tetrahedron Lett. 1974, 4549.

    Google Scholar 

  201. D. R. McAlister, J. E. Bercaw, and R. G. Bergman, J. Am. Chem. Soc. 99, 1666 (1977).

    Article  CAS  Google Scholar 

  202. H. Yamazaki and N. Hagihara, J. Organomei. Chem. 7, P22 (1967).

    Article  Google Scholar 

  203. H. Yamazaki and Y. Wakatsuki, J. Organomei. Chem. 139, 169 (1977).

    Article  Google Scholar 

  204. E. C. Ashby, S. H. Yu, and R. G. Beach, J. Am. Chem. Soc. 92. 433 (1970).

    Article  CAS  Google Scholar 

  205. H. H. Schlubach and V. Franzen, Liebigs Ann. Chem. 572, 116 (1951).

    Article  CAS  Google Scholar 

  206. H. K. Black, D. H. S. Horn, and B. C. L. Weedon,.J Chem. Soc. 1954, 1704.

    Google Scholar 

  207. M. S. Kharasch and E. K. Fields, J. Am. Chem. Soc. 63, 2316 (1941).

    Article  CAS  Google Scholar 

  208. M. S. Kharasch, Daniel W. Lewis, and W. B. Reynolds J. Am. Chem. Soc. 65, 493 (1943).

    Article  CAS  Google Scholar 

  209. M. S. Kharasch and C. F. Fuchs, J. Am. Chem. Soc. 65, 504 (1943).

    Article  CAS  Google Scholar 

  210. M. S. Kharasch, F. Engelmann, and W. H. Urry, J. Am. Chem. Soc. 66, 365 (1944).

    Article  CAS  Google Scholar 

  211. D. Seyferth and M. D. Millar, J. Organomet. Chem. 38, 373 (1972).

    Article  CAS  Google Scholar 

  212. D. Seyferth, R. J. Spohn, M. R. Churchill, K. Gold, and F. R. Scholer, J. Organometal. Chem. 23, 237 (1970).

    Article  CAS  Google Scholar 

  213. W. Hieber, G. Braun, and W. Beck, Chem. Ber. 93, 901 (1960).

    Article  CAS  Google Scholar 

  214. R. F. Heck and D. S. Breslow, J. Am. Cnem. Soc. 85, 2779 (1963).

    Article  CAS  Google Scholar 

  215. A. J. Chalk and J. F. Harrod, Advan. Organometal. Chem. 6, 119 (1968).

    Article  CAS  Google Scholar 

  216. R. F. Heck and D. S. Breslow, J. Am. Chem. Soc. 82, 750 (1960); 83, 1097 (1961).

    CAS  Google Scholar 

  217. D. Seyferth and R. J. Spohn, J. Am. Chem. Soc. 91, 3037 (1969).

    Article  CAS  Google Scholar 

  218. D. C. Nonhebel and J. C. Walton, Free Radical Chemistry, Cambridge University Press London 1974, p. 317.

    Google Scholar 

  219. J. K. Kochi, J. Am. Chem. Soc. 84, 1193 (1962).

    Article  CAS  Google Scholar 

  220. J. D. Bacha and J. K. Kochi, J. Org. Chem. 30, 3272 (1965).

    Article  CAS  Google Scholar 

  221. D. G. Hoare and W. A. Waters, J. Chem. Soc. 1962, 965.

    Google Scholar 

  222. D. G. Hoare and W. A. Waters, J. Chem. Soc. 1964, 2552.

    Google Scholar 

  223. J. S. Littler, J. Chem. Soc. 1959, 4135.

    Google Scholar 

  224. J. S. Littler and W. A. Waters, J. Chem. Soc. 1959, 4046.

    Google Scholar 

  225. C. E. H. Bawn and A. G. White, J. Chem. Soc. 1951, 343.

    Google Scholar 

  226. K. Jijee and M. Santappa, Proc. Indian Acad. Sci Sect. A 65, 155 (1967).

    CAS  Google Scholar 

  227. A. Meenakshi and M. Santappa, Indian J. Chem. 8, 467 (1970).

    CAS  Google Scholar 

  228. T. J. Kemp and W. A. Waters, Proc. R. Soc. London A274, 480 (1963).

    Google Scholar 

  229. D. G. Hoare and W. A. Waters, J. Chem. Soc. 1964, 2560.

    Google Scholar 

  230. D. A. Edwards, E. B. Evans, and B. T. Fowler, British Patent No. 1114705 (1965); Chem. Abstr. 66, 65113 (1967).

    Google Scholar 

  231. C. Descoins and D. Samain. Tetrahedron Lett. 1976, 745.

    Google Scholar 

  232. G. de Vries and A. Schors, Tetrahedron Lett. 1968, 5689.

    Google Scholar 

  233. W. S. Trahanovsky, Methods Free-Radical Chem. 4, 133 (1973).

    CAS  Google Scholar 

  234. W. S. Trahanovsky, L. H. Young, and M. H. Bierman, J. Org. Chem. 34, 869 (1969).

    Article  CAS  Google Scholar 

  235. V. I. Kurlyankina, V. N. Shadrin, E. N. Kazbekov, and M. K. Bukina, Zh. Obshch. Khim. 44, 1593 (1974); Chem. Abstr. 81, 136417w (1974).

    CAS  Google Scholar 

  236. V. I. Kurlyankina, V. N. Shadrin, E. N. Kazbekov, and V. A. Molotkov, Zh. Obshch. Khim. 48, 433 (1978); Chem. Abstr. 89, 24641 y (1978).

    CAS  Google Scholar 

  237. P. D. McDonald and G. A. Hamilton, in Oxidation in Organic Chemistry, W. S. Trahanovsky, Ed., Part B, Academic, New York, 1973, p. 97.

    Google Scholar 

  238. F. R. Hewgill, Int. Rev. Sci. Org. Chem. Ser. One 10, 167 (1973).

    CAS  Google Scholar 

  239. J. S. Littler and D. C. Nonhebel, Int. Rev. Sci. Org. Chem. Two 10, 233 (1975).

    Google Scholar 

  240. M. J. S. Dewar and T. Nakaya, J. Am. Chem. Soc. 90, 7134 (1968).

    Article  CAS  Google Scholar 

  241. U. S. Martemyanov and E. T. Denisov, Izv. Sib. Otd. Akad. Nauk SSSR Ser. Khim. Nauk 3, 9 (1968).

    Google Scholar 

  242. A. McKillop and S. J. Ray, Synthesis 1977. 847.

    Google Scholar 

  243. G. Morgan and J. Smith, J. Chem. Soc. 1925, 2030.

    Google Scholar 

  244. L. Vaska, Ace. Chem. Res. 9, 175 (1976).

    Article  CAS  Google Scholar 

  245. H. M. van Dort and H. J. Geursen. Reel. Trav. Chem. Pays Bos 86, 520 (1967).

    Article  Google Scholar 

  246. L. H. Vogt, J. G. Wirth, and H. L. Finkbeiner, J. Org. Chem. 34, 273 (1969).

    Article  CAS  Google Scholar 

  247. T. J. Fullerton and S. P. Ahem, Tetrahedron Lett. 1976, 139.

    Google Scholar 

  248. British Patent No. 1,268,653 (1972).

    Google Scholar 

  249. V. M. Kothari and J. J. Tazuma, J. Catal. 41, 180 (1976).

    Article  CAS  Google Scholar 

  250. P. Hudec, J. Catal. 53, 228 (1978).

    Article  CAS  Google Scholar 

  251. F. R. Jensen and R. C. Kiskis, J. Am. Chem. Soc. 97, 5825 (1975).

    Article  CAS  Google Scholar 

  252. A. Nichinaga, H. Tomita, T. Shimizu, and T. Matsuura, in Fundamental Research in Homogeneous Catalysis, Y. Ishii and M. Tsutsui, Eds., Vol. 2., Plenum, New York, 1978, p. 241.

    Google Scholar 

  253. A Nishinaga and H. Tomita. J. Mol. Cat. 7, 179 (1980).

    Article  CAS  Google Scholar 

  254. A. Nishinaga, H. Tomita, and T. Matsuura, Tetrahedron Lett. 21, 1261, 2833 (1980).

    Article  CAS  Google Scholar 

  255. A. Nishinaga, T. Shimizu and T. Matsuura, Tetrahedron Lett. 21, 1265 (1980).

    Article  CAS  Google Scholar 

  256. A. Nishinga, K. Watanabe, and T. Matsuura, Tetrahedron Lett. 1974, 1291.

    Google Scholar 

  257. A. Nishinaga, K. Nishizawa, H. Tomita, and T. Matsuura, J. Am. Chem. Soc. 99, 1287 (1977).

    Article  CAS  Google Scholar 

  258. L. K. Hanson and B. M. Hoffman, J. Am. Chem. Soc. 102, 4602 (1980).

    Article  CAS  Google Scholar 

  259. D. T. Sawyer, M. J. Gibian, M. M. Morrison, and E. T. Seo, J. Am. Chem. Soc. 100, 627 (1978).

    Article  CAS  Google Scholar 

  260. D. T. Sawyer and M. J. Gibian, Tetrahedron 35, 1471 (1979).

    Article  CAS  Google Scholar 

  261. E. Lee-Ruff. Chem. Soc. Rev. 6, 195 (1977).

    Article  CAS  Google Scholar 

  262. W. J. Luow, T. I. A. Gerber, and D. J. A. deWaal, J. Chem. Soc. Chem. Commun. 1980, 760.

    Google Scholar 

  263. Reference 4 pp. 99–102.

    Google Scholar 

  264. D. L. Tomaja, L. H. Vogt, and J. G. Wirth, J. Org. Chem. 35, 2029 (1970).

    Article  CAS  Google Scholar 

  265. W. M. Coleman and L. T. Taylor, Coord. Chem. Rev. 32, 1, (1980).

    Article  CAS  Google Scholar 

  266. A. L. Crumbliss and F. Basolo, J. Am. Chem. Soc. 92, 55 (1970).

    Article  CAS  Google Scholar 

  267. A. L. Crumbliss and F. Basolo, Science 164, 1168 (1969).

    Article  CAS  Google Scholar 

  268. A. J. de Jong and R. van Helden, German Patent Nos. 2,460,665 and 2,517,870 (1975).

    Google Scholar 

  269. H. Diehl and C. C. Hach, Inorg. Syn. 3, 196 (1950).

    Article  Google Scholar 

  270. H. M. Faigenbaum and S. E. Wiberley, Chem. Rev. 63. 269 (1963).

    Article  Google Scholar 

  271. C. R. H. I. de Jonge, H. J. Hageman, G. Hoentjen, and W. J. Mijs, Org. Syn. 57, 78 (1977).

    Google Scholar 

  272. Reference 4, p. 375.

    Google Scholar 

  273. R. S. Drago, J. Gaul, A. Zombeck, and D. K. Straub, J. Am. Chem. Soc. 102, 1033 (1980).

    Article  CAS  Google Scholar 

  274. J. H. Burness, J. G. Dillard, and L. T. Taylor, Synth. React. Inorg. Met-Org. Chem. 6, 165 (1976).

    Article  CAS  Google Scholar 

  275. Z. Sheikh, J. Dolezal, and J. Zyka, Microchem. J. 16, 548 (1971); Chem. Ahstr. 75, 157978w (1971).

    Article  CAS  Google Scholar 

  276. Z. Sheikh, J. Dolezal, and J. Zyka, Microchem. J. 16, 395 (1971); Chem. Abstr. 75, 104879h (1971).

    Article  CAS  Google Scholar 

  277. P. Maggioni, German Patent No. 2,341,743 (1974).

    Google Scholar 

  278. P. Dowd and K. Kang, J. Chem. Soc. Chem. Commun. 1974, 384.

    Google Scholar 

  279. E. Vedejs and P. L. Fuchs, J. Am. Chem. Soc. 95, 822 (1973); 93, 4070 (1971).

    Article  CAS  Google Scholar 

  280. G. H. Jones, J. Chem. Soc. Chem. Commun. 1979, 536.

    Google Scholar 

  281. S. S. Lande, C. D. Falk, and J. K. Kochi, J. Inorg. Nuci. Chem. 33, 4101 (1971).

    Article  CAS  Google Scholar 

  282. C. F. Hendricks, H. C. A. van Beek, and P. M. Heerjtes, Ind. Eng. Chem. Prod. Rsch. Dev. 18, 38 (1979).

    Article  Google Scholar 

  283. D. Benson, P. J. Proll, L. H. Sutcliffe, and J. Walkley, Discuss. Faraday Soc. 29, 60 (1960).

    Article  Google Scholar 

  284. G. C. Allen and A. Aguilo, Adv. Chem. Ser. 76, 363 (1968).

    Article  Google Scholar 

  285. G. Benson, Chem. Metall. Eng. 47, 150 (1940).

    CAS  Google Scholar 

  286. J. A. John and F. J. Weymouth, Chem. Ind. (London) 1962, 62.

    Google Scholar 

  287. Reference 21, p. 211.

    Google Scholar 

  288. Reference 21, p. 223.

    Google Scholar 

  289. N. G. Digurov, V. I. Zakharova, and A. I. Kamneva, Neftekhimiya, 6, 593 (1966); Chem. Abstr. 66, 2028J (1967).

    CAS  Google Scholar 

  290. M. Constantini, A. Dromard, M. Joflret, B. Brossard, and J. Varagnat, J. Mol. Catal. 7, 89 (1980).

    Article  Google Scholar 

  291. H. Kojima, S. Takahashi, and N. Hagihara, J. Chem. Soc. Chem. Commun. 1973, 230.

    Google Scholar 

  292. H. Kojima, S. Takahashi, and N. Hagihara, Tetrahedron Lett. 1973, 1991.

    Google Scholar 

  293. A. Nishinaga, H. Tomita, Y. Tarumi, and T. Matsuura, Tetrahedron Lett. 21, 4849 (1980).

    Article  CAS  Google Scholar 

  294. A. Nishinaga, H. Tomita, and T. Matsuura, Tetrahedron Lett. 21, 4853 (1980).

    Article  CAS  Google Scholar 

  295. R. Bedetti, U. Biader Ceipidor, V. Carunchio, and M. Tomassetti, Atti Accad. Peloritana Pericoianti, CI. Sci. Fis. Mat. Nat. 54, 335 (1974); Chem. Abstr. 85, 25791 (1976).

    CAS  Google Scholar 

  296. A. Hossain and R. Varadarajan, J. Inorg. Nucl. Chem. 38, 2303 (1976).

    Article  CAS  Google Scholar 

  297. R. A. Rickman, R. L. Sorensen, K. O. Watkins, and G. Davies, Inorg. Chem. 16, 1570 (1977).

    Article  CAS  Google Scholar 

  298. M. Vasatova and J. Zyka, Microchem. J. 22, 34 (1977); Chem. Abstr. 87, 145225 (1977).

    Google Scholar 

  299. J. K. Sthapak and S. Ghosh, J. Indian Chem. Soc. 48, 331 (1971).

    CAS  Google Scholar 

  300. H. S. Schwartz, Diss. Abstr. Int. B. 39, 5949 (1979).

    Google Scholar 

  301. J. Hill and A. McAuley, J. Chem. Soc. A 1968, 1169.

    Google Scholar 

  302. D. Mishra and J. K. Sthapak, J. Indian Chem. Soc. 47, 822 (1970).

    CAS  Google Scholar 

  303. M. A. Hossain and R. Varadarajan, Indian J. Chem. Sect. A 15A, 1054 (1977).

    CAS  Google Scholar 

  304. G. Davies and K. O. Watkins, Inorg. Chem. 9, 2735 (1970).

    Article  CAS  Google Scholar 

  305. F. Ahmad and V. S. Baswani, Aust. J. Chem. 32, 537 (1979).

    Article  CAS  Google Scholar 

  306. E. Pelizzetti and R. Giordano, J. Chem. Soc. Dalton Trans. 1979, 1576.

    Google Scholar 

  307. A. Nishinaga, Chem. Lett. 273 (1975).

    Google Scholar 

  308. M. N. Dufour-Ricroch and A. Gaudemar, Tetrahedron Lett. 1976, 4079.

    Google Scholar 

  309. H. Alper and J. E. Prickett, Tetrahedron Lett. 1976, 2589.

    Google Scholar 

  310. G. A. Olah, J. Welch, and M. Henninger, Synthesis 1977, 308.

    Google Scholar 

  311. N. A. Johnson and E. S. Gould, J. Am. Chem. Soc. 95, 5198 (1973).

    Article  CAS  Google Scholar 

  312. S. G. Clarkson and F. Basolo, Inorg. Chem. 12, 1528 (1973).

    Article  CAS  Google Scholar 

  313. S. G. Clarkson, Diss. Abstr. Int. B y 33, 4709 (1973).

    Google Scholar 

  314. B. S. Tovrog, S. E. Diamond, and F. Mares, J. Am. Chem. Soc. 101, 270 (1979).

    Article  CAS  Google Scholar 

  315. J. Hill, A. McAuley and W. F. Pickering, J. Chem. Soc. Chem. Commun. 1967, 573.

    Google Scholar 

  316. J. Hill and A. McAuley, J. Chem. Soc. A 1968, 2405.

    Google Scholar 

  317. M. Woods, J. Karbwans, J. C. Sullivan, and E. Deutsch, Inorg. Chem. 15, 1678 (1976).

    Article  CAS  Google Scholar 

  318. A. McAuley and U. D. Gomwalk, J. Chem. Soc. A 1969, 977.

    Google Scholar 

  319. T. J. Wallace, J. Org. Chem. 31, 1217 (1966).

    Article  CAS  Google Scholar 

  320. G. C Denzer, Jr., P. Allen, Jr., P. Conway, and J. M. van der Veen, J. Org. Chem. 31, 3418 (1966).

    Article  CAS  Google Scholar 

  321. W. J. M. van Tilborg and A. D. Vreugdenhl, Tetrahedron 31, 2825 (1975), and references cited therein.

    Article  Google Scholar 

  322. G. Hargraves and L. H. Sutcliffe, Trans. Faraday Soc. 51, 786 (1955).

    Article  Google Scholar 

  323. A. Morette and G. Gaudefroy. Bull. Chem. Soc. Fr. 1954. 956.

    Google Scholar 

  324. J. Budesinsky, J. Dolezal, B. Sramkova, and J. Zyka, Microchem. J. 16, 121 (1971); Chem. Abstr. 74, 94008m (1971).

    Article  CAS  Google Scholar 

  325. R. K. Murmann, Inorg. Chem. 10, 2070 (1971).

    Article  CAS  Google Scholar 

  326. L. Campandla and V. Carunchio, J. AppL Electrochem. 2, 81 (1972); Chem. Abstr. 76, 135035e (1972).

    Article  Google Scholar 

  327. B. Sramkova and J. Zyka, Chem. Listy 66, 32 (1972).

    CAS  Google Scholar 

  328. M. H. Boyer and J. B. Ramsey, J. Am. Chem. Soc. 75, 3802 (1953).

    Article  CAS  Google Scholar 

  329. I. V. Melikhov, M. Ya. Belousova, and V. M. Peshkova, Zh. Anal. Khim. 25, 1144 (1970); Chem. Abstr. 73, 105144k (1970).

    CAS  Google Scholar 

  330. H. Mutoh, T. Okada, and V. Kamiva, Ind. Eng. Chem. Prod. Res. Dev. 20, 487 (1981).

    Article  CAS  Google Scholar 

  331. B. S. Tovrog, F. Mares, and S. E. Diamond, J. Am. Chem. Soc. 102, 6618 (1980).

    Article  Google Scholar 

  332. B. S. Tovrog, S. E. Diamond, F. Mares, and A. Szalkiewicz, J. Am. Chem. Soc. 103, 3522 (1981).

    Article  CAS  Google Scholar 

  333. S. E. Diamond, F. Mares, A. Szalkiewiez, D. A. Muccigrosso, and J. P. Solar, J. Am. Chem. Soc. 104,4266(1982).

    Google Scholar 

  334. A. Zombeck, D. E. Hamilton, and R. S. Drago, J. Am. Chem. Soc. 104, 6782 (1982).

    Article  CAS  Google Scholar 

  335. V. Dimitrov, I. Dahlman, and E. Hoeft, J. Prakt. Chem. 323, 230 (1981).

    Article  Google Scholar 

  336. T. Okamoto and S. Oka, Tetrahedron Lett. 22, 2191 (1981).

    Article  CAS  Google Scholar 

  337. S. Uemura, S.-I. Fukuzawa, and S. R. Patil. J. Organometal. Chem. 243, 9 (1983).

    Article  CAS  Google Scholar 

  338. B. C. Berris, Y.-H. Lai and K. P. C. Vollhardt, J. Chem. Soc. Chem. Commun. 953 (1982).

    Google Scholar 

  339. J. R. Fritch and K. P. C. Vollhardt, Organometallies 1, 590 (1982).

    Article  CAS  Google Scholar 

  340. E. R. F. Gesing, J. Org. Chem. 47, 3193(1982).

    Article  Google Scholar 

  341. R. A. Earl and K. P. C. Vollhardt, J. Am. Chem. Soc. 105, 6991 (1983).

    Article  CAS  Google Scholar 

  342. T. Funabiki, H. Hosomi, S. Yoshida, and K. Tarama, J. Am. Chem. Soc. 104, 1560 1982.

    Article  CAS  Google Scholar 

  343. S. Németh and L. I. Simándi, J. Mol. Catal. 14, 87 (1982).

    Article  Google Scholar 

  344. S. Németh and L. I. Simándi, J. Mol. Catal. 14, 241 (1982).

    Article  Google Scholar 

  345. H. Alper and S. Amaratunga, Tetrahedron Lett. 22, 3811 (1981).

    Article  CAS  Google Scholar 

  346. H. Alper and S. Amaratunga, J. Org. Chem. 47, 3593 (1982).

    Article  CAS  Google Scholar 

  347. A. Nishinaga, H. Tomita, M. Oda, and T. Masuura, Tetrahedron Lett. 23, 339 (1982).

    Article  CAS  Google Scholar 

  348. A. Inada, Y. Nakamura, and Y. Morita, Chem. Pharm. Bull. 30, 1041 (1982).

    CAS  Google Scholar 

  349. S. Németh, Z. Szererényi, and L. I. Simándi, Inorg. Chim. Acta 44, L107 (1980).

    Article  Google Scholar 

  350. S. Németh and L. I. Simándi, Inorg. Chim. Acta 64, 21 (1982).

    Article  Google Scholar 

  351. A. Nishinaga, H. Ohara, H. Tomita, and T. Matsuura, Tetrahedron Lett. 24, 213 (1983).

    Article  CAS  Google Scholar 

  352. A. Nishinaga and H. Tomita, J. Mol. Catal. 7, 179 (1980).

    Article  CAS  Google Scholar 

  353. M. N. Dufour, A. L. Crumbliss, G. Johnston, and A. Gaudemer, J. Mol. Catal. 7, 277 (1980).

    Article  CAS  Google Scholar 

  354. A. Skorbogaty and T. D. Smith, J. Mol. Cat. 16, 131 (1982).

    Article  Google Scholar 

  355. Y. Watanabe, T. Numata, and S. Oae, Bull. Chem. Soc. Jpn. 55, 1915 (1982).

    Article  CAS  Google Scholar 

  356. O. A. Kazakova, M. N. Volkov, and P. A. Konstantinov, Zh. Or. Khim. 17, 511 (1981); Chem. Abstr. 95, 41916h (1981).

    CAS  Google Scholar 

  357. T. U. Shchedrinskaya, A. A. Lichenko, and M. N. Volkov, Zh. Org. Khim. 17, 2177 (1981).

    CAS  Google Scholar 

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Freeman, F. (1986). Oxidations by Cobalt Compounds. In: Mijs, W.J., de Jonge, C.R.H.I. (eds) Organic Syntheses by Oxidation with Metal Compounds. Springer, Boston, MA. https://doi.org/10.1007/978-1-4613-2109-5_5

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  • DOI: https://doi.org/10.1007/978-1-4613-2109-5_5

  • Publisher Name: Springer, Boston, MA

  • Print ISBN: 978-1-4612-9248-7

  • Online ISBN: 978-1-4613-2109-5

  • eBook Packages: Springer Book Archive

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