Experimental structural and conformational studies of carbonyl molecules in the ground and lower excited states

  • I. A. Godunov
  • N. N. Yakovlev
Article
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Abstract

Experimental data (obtained by the authors and taken from the literature) on the structure and conformations of carbonyl molecules in the ground and lower excited electronic states are presented. The structure of carbonyl fragments, the orientation of substituent groups, the energy of the molecules in excited states, and the potential functions of the internal rotation and inversion are considered. The structural similarities of the molecules are discussed.

Keywords

Potential Barrier Internal Rotation Excited Electronic State Internuclear Distance Substituent 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.
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References

  1. 1.
    J. P. Lowe,Prog. Phys. Org. Chem.,6, 1–80 (1968).Google Scholar
  2. 2.
    E. L. Eliel, N. Allinger, S. J. Angyal, and G. A. Morrison,Conformational Analysis, Wiley, New York (1965).Google Scholar
  3. 3.
    W. J. Orville-Thomas (ed.),Internal Rotation in Molecules, John Wiley and Sons, New York (1974).Google Scholar
  4. 4.
    D. G. Lister, J. N. McDonald, and N. L. Owen,Internal Rotation and Inversion, Academic Press, New York (1978).Google Scholar
  5. 5.
    I. A. Godunov and N. N. Yakovlev,Zh. Fiz. Khim.,67, 351–360 (1993).Google Scholar
  6. 6.
    J. D. Lewis, T. B. Malloy, T. H. Chao, and J. Laane,J. Mol. Struct,12, 427–449 (1972).CrossRefGoogle Scholar
  7. 7.
    J. D. Lewis and J. Laane,J. Mol. Spectrosc.,65, 147–154 (1977).CrossRefGoogle Scholar
  8. 8.
    T. Ueda and T. Shimanouchi,J. Chem. Phys.,47, 4042–4047 (1967).CrossRefGoogle Scholar
  9. 9.
    D. Clouthier and D. A. Ramsay,Ann. Rev. Phys. Chem.,34, 31–58 (1983).CrossRefGoogle Scholar
  10. 10.
    R. F. Miller and R. F. Curl,J. Chem. Phys.,34, 1847–1848 (1961).CrossRefGoogle Scholar
  11. 11.
    G. Ficher,J. Mol. Spectrosc.,29, 37–53 (1969).CrossRefGoogle Scholar
  12. 12.
    N. N. Yakovlev, A. V. Abramenkov, I. S. Belozerskii, S. B. Sverchinskaya, and I. A. Godunov,Zh. Strukt. Khim.,36, No. 2, 316–321 (1995).Google Scholar
  13. 13.
    J. H. Carpenter,J. Mol. Spectrosc.,50, 182–201 (1974).CrossRefGoogle Scholar
  14. 14.
    R. H. Judge and D. C. Moule,J. Chem. Phys.,78, 4806–4810 (1983).CrossRefGoogle Scholar
  15. 15.
    R. W. Davis and M. C. E. Gerry,J. Mol. Spectrosc.,97, 117–138 (1983).CrossRefGoogle Scholar
  16. 16.
    R. H. Judge and D. C. Moule, ——ibid.,113, 302–309 (1985).CrossRefGoogle Scholar
  17. 17.
    G. W. Robinson,J. Chem. Phys.,21, 1741–1745 (1953).CrossRefGoogle Scholar
  18. 18.
    D. C. Moule and R. D. Foo, ——ibid.,55, 1262–1268 (1971).CrossRefGoogle Scholar
  19. 19.
    R. W. Kilb, C. C. Lin, and E. B. Wilson, ——ibid.,26, 1695–1703 (1957).CrossRefGoogle Scholar
  20. 20.
    K. B. Wiberg, V. Walters, and S. D. Colson,J. Phys. Chem.,88, 4723–4728 (1984).CrossRefGoogle Scholar
  21. 21.
    N. N. Yakovlev and I. A. Godunov,Can. J Chem.,70, 931–934 (1992).CrossRefGoogle Scholar
  22. 22.
    M. Baba, I. Hanazaki, and U. Nagashima,J. Chem. Phys.,82, 3938–3947 (1985).CrossRefGoogle Scholar
  23. 23.
    L. Pierce and L. C. Krisher, ——ibid.,31, 875–882 (1959).CrossRefGoogle Scholar
  24. 24.
    C. V. Berney and A. D. Cormier,Spectrochim. Acta, Ser. A,28, 1813–1822 (1972).CrossRefGoogle Scholar
  25. 25.
    N. N. Yakovlev, T. S. Belozerskii, and I. A. Godunov,Izv. Ros. Akad. Nauk, Ser. Khim., No. 11, 1957–1964 (1994).Google Scholar
  26. 26.
    K. M. Sinnott,J. Chem. Phys.,34, 851–861 (1961).CrossRefGoogle Scholar
  27. 27.
    J. Overend, R. A. Nyquist, J. C. Evans, and W. J. Potts,Spectrochim. Acta,17, 1205–1218 (1961).CrossRefGoogle Scholar
  28. 28.
    N. N. Yakovlev and I. A. Godunov,Zh. Fiz. Khim. (in press).Google Scholar
  29. 29.
    R. Nelson and L. Pierce,J. Mol. Spectrosc.,18, 344–352 (1965).CrossRefGoogle Scholar
  30. 30.
    G. Dellepiane and J. Overend,Spectrochim. Acta,22, 593–614 (1966).CrossRefGoogle Scholar
  31. 31.
    M. Baba and I. Hanazaki,Chem. Phys. Lett.,103, 93–97 (1983).CrossRefGoogle Scholar
  32. 32.
    N. N. Yakovlev, I. V. Dumaeva, and I. A. Godunov,Zh. Fiz. Khim.,66, 698–705 (1992).Google Scholar
  33. 33.
    J. Randell, A. P. Cox, K. W. Hillig, et al.Z. Naturforsch., Ser. A,43, 271–276 (1988).Google Scholar
  34. 34.
    P. Van Nuffel, L. Van den Enden, C. Van Alsenoy, et al.,J. Mol. Struct.,116, 99–118 (1984).CrossRefGoogle Scholar
  35. 35.
    V. N. Alekseev and I. A. Godunov,Zh. Fiz. Khim.,67, 99–104 (1993).Google Scholar
  36. 36.
    V. N. Alekseev and I. A. Godunov, ——ibid., 498–503 (1993).Google Scholar
  37. 37.
    O. L. Stiefvater,Z. Naturforsch, Ser. A,41, 641–652 (1986).Google Scholar
  38. 38.
    J. R. Durig, G. A. Guirgis, W. E. Brewer, and T. S. Little,J. Mol. Struct.,248, 49–77 (1991).CrossRefGoogle Scholar
  39. 39.
    M. Badavi and I. A. Godunov,Zh. Fiz. Khim.,67, 490–497 (1993).Google Scholar
  40. 40.
    N. N. Yakovlev and I. A. Godunov, ——ibid., 1826–1833.Google Scholar
  41. 41.
    G. A. Crowder,J. Chem. Soc., Perkin Trans. 2,9, 1241–1244 (1973).CrossRefGoogle Scholar
  42. 42.
    I. A. Godunov, M. Badavi, and V. M. Tatevskii,Zh. Fiz. Khim.,65, 2437–2443 (1991).Google Scholar
  43. 43.
    J. R. Durig, H. D. Bist, and T. S. Little,J. Mol. Struct.,116, 345–359 (1984).CrossRefGoogle Scholar
  44. 44.
    K. Tamagawa and R. L. Hilderbrandt,J. Phys. Chem.,87, 5508–5516 (1983).CrossRefGoogle Scholar
  45. 45.
    A. Bauder and Hs. H. Gunthard,Helv. Chim. Acta,46, 1453–1463 (1963).CrossRefGoogle Scholar
  46. 46.
    W. M. Stigliani, V. W. Laurie, and L. H. Sharpen,J. Mol. Spectrosc.,62, 85–89 (1976).CrossRefGoogle Scholar
  47. 47.
    M. Baba and I. Hanazaki,J. Chem. Phys.,81, 5426–5433 (1984).CrossRefGoogle Scholar
  48. 48.
    H. E. Howard-Lock and G. W. King,J. Mol. Spectrosc.,35, 393–412 (1970).CrossRefGoogle Scholar
  49. 49.
    H. E. Howard-Lock and G. W. King, ——ibid.,36, 53–76 (.CrossRefGoogle Scholar
  50. 50.
    J. W. Bevan and A. C. Legon,J. Chem. Soc., Faraday Trans. 2,69, 902–915 (1973).CrossRefGoogle Scholar
  51. 51.
    J. D. Lewis and J. Laane,Spectrochim. Acta, Ser. A,31, 755–763 (1975).CrossRefGoogle Scholar
  52. 52.
    R. D. Gordon and D. R. Orr,J. Mol. Spectrosc.,129, 24–34 (1988).CrossRefGoogle Scholar
  53. 53.
    C. E. Dyllick-Brenzinger and A. Bauder,Chem. Phys.,30, 147–153 (1978).CrossRefGoogle Scholar
  54. 54.
    S. A. Reid, H. L. Kim, and J. D. McDonald,J. Chem. Phys.,92 7079–7086 (1990).CrossRefGoogle Scholar
  55. 55.
    I. A. Godunov,Zh. Fiz. Khim.,66, 1659–1662 (1992).Google Scholar
  56. 56.
    E. A. Cherniak and C. C. Costain,J. Chem. Phys.,45, 104–110 (1966).CrossRefGoogle Scholar
  57. 57.
    G. A. Osborne and D. A. Ramsay,Can. J. Phys. 51, 1170–1176 (1973).Google Scholar
  58. 58.
    J. M. Hollas,Spectrochim. Acta,19, 1425–1441 (1963).CrossRefGoogle Scholar
  59. 59.
    A. C. P. Alves, J. Christoffensen, and J. M. Hollas,Mol. Phys.,20, 625–644 (1971).CrossRefGoogle Scholar
  60. 60.
    I. A. Godunov, M. Badavi, and V. M. Tatevskii,Zh. Fiz. Khim.,65, 2991–2995 (1991).Google Scholar
  61. 61.
    R. R. Birge and P. A. Leermakers,J. Am. Chem. Soc.,93, 6726–6733 (1971).CrossRefGoogle Scholar
  62. 62.
    R. R. Birge, W. C. Pringle, and P. A. Leermakers, ——ibid. 6715–6726.CrossRefGoogle Scholar
  63. 63.
    J. de Smedt, V. Vanhouteghem, C. Van Alsenoy, et al.,J. Mol. Struct.,195, 227–251 (1989).CrossRefGoogle Scholar
  64. 64.
    J. R. Durig and T. S. Little,J. Chem. Phys.,75, 3660–3668 (1981).CrossRefGoogle Scholar
  65. 65.
    R. K. Kakar, E. A. Rinehart, C. R. Quade, and T. Kojima, ——ibid.,52, 3803–3813 (1970).CrossRefGoogle Scholar
  66. 66.
    M. Koyanagi and L. Goodman,Chem. Phys.,39, 237–250 (1979).CrossRefGoogle Scholar
  67. 67.
    N. Ohmori, T. Suzuki, and M. Ito,J. Phys. Chem.,92, 1086–1093 (1988).CrossRefGoogle Scholar
  68. 68.
    I. A. Godunov, M. Badavi, and V. M. Tatevskii,Zh. Fiz. Khim.,66, 979–986 (1992).Google Scholar
  69. 69.
    J. R. Durig and T. S. Little,Croat. Chem. Acta,61, 529–549 (1988).Google Scholar
  70. 70.
    F. W. Birss, D. B. Braund, A. R. H. Cole, et al.,Can. J. Phys.,55, 390–395 (1977).Google Scholar
  71. 71.
    F. W. Birss, J. M. Brown, A. R. H. Cole, et al., ——ibid.,48, 1230–1241 (1970).Google Scholar
  72. 72.
    D. A. Ramsay and C. Zauli,Acta Phys. Sci. Hung.,35, 79–83 (1974).CrossRefGoogle Scholar
  73. 73.
    R. J. Dong and D. A. Ramsay,Can. J. Phys.,51, 1491–1496 (1973).Google Scholar
  74. 74.
    E. P. Peyroula and R. Jost,J. Mol. Spectrosc.,121, 177–188 (1987).CrossRefGoogle Scholar
  75. 75.
    J. L. Hencher and G. W. King,J. Mol. Spectrosc.,16, 168–178 (1965).CrossRefGoogle Scholar
  76. 76.
    J. R. Durig, J. M. Brown, and S. E. Hannum,J. Chem. Phys.,54, 4428–4436 (1971).CrossRefGoogle Scholar
  77. 77.
    W. J. Balfour and G. W. King,J. Mol. Spectrosc.,25, 130–132 (1968).CrossRefGoogle Scholar
  78. 78.
    K. Hedberg, private communication, see: J. M. Holas and H. M. Zobir,J. Chem. Soc., Faraday Trans.,86, 2015–2019 (1990).CrossRefGoogle Scholar
  79. 79.
    R. A. Back,Can. J. Chem.,62, 1414–1428 (1984).CrossRefGoogle Scholar
  80. 80.
    P. J. Mjoberg, S. O. Ljunggren, and J. E. Backvall,Z. Naturforsch., Ser. A,33, 581–587 (1978).Google Scholar
  81. 81.
    K. Hagen and K. Hedberg,J. Mol. Struct.,44, 195–202 (1978).CrossRefGoogle Scholar
  82. 82.
    B. Fortunato and M. G. Giorgini, ——ibid.,37, 27–34 (1977).CrossRefGoogle Scholar
  83. 83.
    R. D. Gordon,J. Phys. Chem.,86, 4525–4531 (1982).CrossRefGoogle Scholar
  84. 84.
    J. Christoffersen and J. M. Hollas,Mol. Phys.,17, 655–667 (1969).Google Scholar
  85. 85.
    E. D. Becker, E. Charney, and T. Anno,J. Chem. Phys.,42, 942–949 (1965).CrossRefGoogle Scholar
  86. 86.
    J. M. Hollas,Spectrochim. Acta,20, 1563–1601 (1964).CrossRefGoogle Scholar
  87. 87.
    G. Ter Horst, J. Kommandeur,Chem. Phys.,44, 287–293 (1979).CrossRefGoogle Scholar
  88. 88.
    A. N. Vereshchagin, V. E. Kataev, A. A. Bredikhin, et al.,Conformational Analysis of Hydrocarbons and Their Derivatives [in Russian], Nauka, Moscow (1990).Google Scholar
  89. 89.
    V. A. Naumov and O. N. Kataeva,Molecular Structure of Oxygen-and Sulfur-Containing Organic Compounds [in Russian], Nauka, Moscow (1990).Google Scholar
  90. 90.
    I. A. Godunov, V. N. Akekseev, and M. Badavi,Zh. Strukt. Khim.,34, No. 1, 20–25 (1993).Google Scholar
  91. 91.
    Yu. A. Pentin and V. I. Tulin,Vestn. Mosk. Gos. Univ., Ser. Khim.,18, 580–598 (1977) (and the references therein).Google Scholar
  92. 92.
    L. A. Glebova, Yu. A. Pentin, and V. I. Tulin, ——ibid.,21, 125–129 (1980).Google Scholar
  93. 93.
    W. J. Balfour,J. Mol. Spectrosc.,84, 60–67 (1980).CrossRefGoogle Scholar
  94. 94.
    J. L. Tomer, L. H. Spangler, and D. W. Pratt,J. Am. Chem. Soc.,110, 1615–1617 (1988).CrossRefGoogle Scholar
  95. 95.
    S. Kamei, T. Sato, N. Mikami, M. Ito,J. Phys. Chem.,90, 5615–5619 (1986).CrossRefGoogle Scholar
  96. 96.
    K. W. Holtzclaw and D. W. Pratt,J. Chem. Phys.,84, 4713–4715 (1986).CrossRefGoogle Scholar
  97. 97.
    J. H. Frederick, E. J. Heller, J. L. Ozment, and D. W. Pratt, ——ibid.,88, 2169–2184 (1988).CrossRefGoogle Scholar
  98. 98.
    C. M. Cheatham and J. Laane, ——ibid.,94, 7734–7743 (1991).CrossRefGoogle Scholar
  99. 99.
    W. J. Balfour and G. W. King,J. Mol. Spectrosc.,26, 384–397 (1968).CrossRefGoogle Scholar
  100. 100.
    W. J. Balfour and G. W. King, ——ibid.,28, 497–508 (1969).CrossRefGoogle Scholar
  101. 101.
    K. G. Kidd and G. W. King, ——ibid.,50, 209–219 (1974).CrossRefGoogle Scholar
  102. 102.
    L. Soulard, F. Fillaux, A. Petit, and B. Soep,Chem. Phys.,95, 293–298 (1985).CrossRefGoogle Scholar
  103. 103.
    R. A. Back and J. M. Parsons,Can. J. Chem.,64, 2152–2161 (1986).CrossRefGoogle Scholar
  104. 104.
    J. G. Ross, J. M. Hollas, and K. K. Innes,J. Mol. Spectrosc.,20, 312–320 (1966).CrossRefGoogle Scholar
  105. 105.
    M. Noble, E. K. C. Lee,J. Chem. Phys.,81, 1632–1642 (1984).CrossRefGoogle Scholar
  106. 106.
    G. Fischer and Y. Sorek,J. Mol. Spectrosc.,74, 136–145 (1979).CrossRefGoogle Scholar
  107. 107.
    M. Baba,J. Chem. Phys.,83, 3318–3326 (1985).CrossRefGoogle Scholar
  108. 108.
    D. J. Clouthier, A. M. Craig, and F. W. Birss,Can. J. Chem.,62, 973–977 (1984).Google Scholar
  109. 109.
    L. N. Spangler, D. W. Pratt, and F. W. Birss,J. Chem. Phys.,85, 3229–3236 (1986).CrossRefGoogle Scholar
  110. 110.
    W. J. Balfour and G. W. King,J. Mol. Spectrosc.,27, 432–442 (1968).CrossRefGoogle Scholar
  111. 111.
    K. G. Kidd and G. W. King, ——ibid.,48, 592–599 (1973).CrossRefGoogle Scholar
  112. 112.
    R. R. Birge and P. A. Leermakers,J. Am. Chem. Soc.,94, 8105–8115 (1972).CrossRefGoogle Scholar
  113. 113.
    K. Tominaga, S. Yamauchi, and N. Hirota,J. Phys. Chem.,94, 4425–4431 (1990).CrossRefGoogle Scholar
  114. 114.
    I. A. Godunov and N. N. Yakovlev,Zh. Fiz. Khim.,67, 1822–1825 (1993).Google Scholar
  115. 115.
    I. Kleiner, M. Godefroid, M. Herman, and A. R. W. McKellar,J. Mol. Spectrosc.,142, 238–253 (1990).CrossRefGoogle Scholar
  116. 116.
    P. Groner, G. A. Guirgis, and J. R. Durig,J. Chem. Phys.,86, 565–568 (1987).CrossRefGoogle Scholar
  117. 117.
    S. Tsuchia and T. Iijima,J. Mol. Struct.,13, 327–338 (1972).CrossRefGoogle Scholar
  118. 118.
    N. N. Yakovlev, T. S. Kuznetsova, and I. A. Godunov,Zh. Fiz. Khim. (in press).Google Scholar
  119. 119.
    J. R. Durig, F. S. Feng, A. Wang, and H. V. Phan,Can. J. Chem.,69, 1827–1844 (1991).CrossRefGoogle Scholar
  120. 120.
    I. A. Godunov, M. Badavi, and T. S. Kuznetsova,Zh. Fiz. Khim.,67, 504–507 (1993).Google Scholar
  121. 121.
    I. A. Godunov and N. N. Yakovlev, ——ibid., 314–321.Google Scholar
  122. 122.
    M. Suzuki and K. Kozima,Bull. Chem. Soc. Jpn.,42, 2183–2186 (1969).CrossRefGoogle Scholar
  123. 123.
    M. Suzuki and K. Kozima,J. Mol. Spectrosc.,38, 314–321 (1971).CrossRefGoogle Scholar
  124. 124.
    J. R. Durig, J. Qiu, B. Dehoff, and T. S. Little,Spectrochim. Acta, Part A,42, 89–103 (1986).CrossRefGoogle Scholar
  125. 125.
    A. C. Fantoni, W. Caminati, and R. Meyer,Chem. Phys. Lett.,133, 27–33 (1987).CrossRefGoogle Scholar
  126. 126.
    L. Soulard, F. Fillaux, and Ph. Millie,Chem. Phys.,87, 117–123 (1984).CrossRefGoogle Scholar
  127. 127.
    L. H. Spangler and D. W. Pratt,J. Chem. Phys.,84, 4789–4796 (1986).CrossRefGoogle Scholar
  128. 128.
    M. Baba, U. Nagashima, and I. Hanazaki, ——ibid.,110, 3769–3772 (1988).Google Scholar
  129. 129.
    A. Streitwieser and B. Kohler,J. Am. Chem. Soc.,110, 3769–3772 (1988).CrossRefGoogle Scholar
  130. 130.
    I. A. Godunov, N. N. Yakovlev, and I. S. Belozerskii,Zh. Fiz. Khim.,68, 1057–1063 (1994).Google Scholar
  131. 131.
    I. A. Godunov, M. Badavi, A. V. Abramenkov, and B. M. Tatevskii, ——ibid.,66, 987–991 (1992).Google Scholar
  132. 132.
    K. W. Butz, J. R. Johnson, D. J. Krajnovich, and C. S. Parmenter,J. Chem. Phys.,86, 5923–5939 (1987).CrossRefGoogle Scholar
  133. 133.
    S. Kamei, K. Okuyama, H. Abe, et al.,J. Phys. Chem.,90, 93–100 (1986).CrossRefGoogle Scholar
  134. 134.
    J. R. Durig, S. E. Hannum, and S. C. Brown, ——ibid.,75, 1946–1956 (1971).CrossRefGoogle Scholar
  135. 135.
    J. C. D. Brand and A. W.-H. Mau,J. Am. Chem. Soc.,96, 4380–4385 (1974).CrossRefGoogle Scholar
  136. 136.
    J. R. Durig, S. C. Brown, and S. E. Hannum,J. Chem. Phys.,54, 4428–4436 (1971).CrossRefGoogle Scholar
  137. 137.
    J. R. Durig and S. E. Hannum, ——ibid.,52, 6089–6095 (1970).CrossRefGoogle Scholar
  138. 138.
    J. R. Durig, S. E. Hannum, and F. G. Balgin, ——ibid.,54, 2367–2374 (1971).CrossRefGoogle Scholar
  139. 139.
    A. B. Nease and C. J. Wurrey,J. Phys. Chem.,83, 2135–2141 (1979).CrossRefGoogle Scholar
  140. 140.
    G. N. Currie and D. A. Ramsay,Can. J. Chem.,49, 317–322 (1971).CrossRefGoogle Scholar
  141. 141.
    M. Gurnick, J. Chaiken, Th. Benson, and J. D. McDonald,J. Chem. Phys.,74, 99–105 (1981).CrossRefGoogle Scholar
  142. 142.
    C. J. Wurrey, J. E. De Witt, and V. F. Kalasinsky,Vibrational Spectra and Structure, Vol. 12, Ch. 4, Elsevier, Amsterdam (1983).Google Scholar

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© Plenum Publishing Corporation 1995

Authors and Affiliations

  • I. A. Godunov
  • N. N. Yakovlev

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