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Dynamics of eight-membered rings in the cylooctane class

  • Frank A. L. Anet
Conference paper
Part of the Topics in Current Chemistry Fortschritte der Chemischen Forschung book series (TOPCURRCHEM, volume 45)

Keywords

Free Energy Barrier Ring Skeleton Ring Inversion Conformational Interconversion Crown Conformation 
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).
    Pople, J. A., Schneider, W. G., Bernstein, H. J.: High-resolution nuclear magnetic resonance. New York: McGraw-Hill 1959. — Bovey, F. A.: Nuclear magnetic resonance spectroscopy. New York: Academic Press 1969.-Becker, E. D.: High resolution NMR. New York: Academic Press 1969.Google Scholar
  2. 2).
    Johnson, C. S., Jr.: Advan. Magn. Resonance 1, 33 (1965).Google Scholar
  3. 3).
    Reeves, L. W.: Advan. Phys. Org. Chem. 3, 187 (1965).CrossRefGoogle Scholar
  4. 4).
    Binsch, G.: Top. Stereochem. 3, 97 (1968).CrossRefGoogle Scholar
  5. 5).
    Anet, F. A. L., Anet, R.: Det. Org. Struct. Phys. Methods 3, 344 (1971).Google Scholar
  6. 6).
    Eliel, E. L., Allinger, N. L., Angyal, S. J., Morrison, G. A.: Conformational Analysis New York: Wiley 1965.Google Scholar
  7. 7).
    Lambert, J. B., Oliver, W. L., Jr.: Tetrahedron Letters 1968, 6187.Google Scholar
  8. 8).
    Kilpatrick, J. E., Pitzer, K. S., Spitzer, R.: J. Am. Chem. Soc. 69, 2483 (1947). — Pitzer, K. S., Donath, W. E.: J. Am. Chem. Soc. 81, 3213 (1959).CrossRefGoogle Scholar
  9. 9).
    Berry, R. S.: J. Chem. Phys. 32, 933 (1960).CrossRefGoogle Scholar
  10. 10).
    Hendrickson, J. B.: J. Am. Chem. Soc. 86, 4854 (1964).CrossRefGoogle Scholar
  11. 11).
    Hendrickson, J. B.: J. Am. Chem. Soc. 89, 7036 (1967).CrossRefGoogle Scholar
  12. 12).
    Hendrickson, J. B.: J. Am. Chem. Soc. 89, 7043 (1967).CrossRefGoogle Scholar
  13. 13).
    Hendrickson, J. B.: J. Am. Chem. Soc. 89, 7047 (1967).CrossRefGoogle Scholar
  14. 14).
    Bellis, H. E., Slowinski, E. J., Jr.: Spectrochim. Acta 15, 1103 (1959).CrossRefGoogle Scholar
  15. 15).
    Sands, D. E., Day, V. W.: Acta. Cryst. 19, 278 (1965).CrossRefGoogle Scholar
  16. 16).
    Almenningen, A., Bastiansen, O., Jensen, H.: Acta Chem. Scand. 20, 2689 (1966).Google Scholar
  17. 17).
    Anet, F. A. L., St. Jacques, M.: J. Am. Chem. Soc. 88, 2585 (1966).CrossRefGoogle Scholar
  18. 18).
    Dowd, P., Dyke, T., Neumann, R. M., Klemperer, W.: J. Am. Chem. Soc. 92, 6325 (1970).CrossRefGoogle Scholar
  19. 19).
    Dobler, M., Dunitz, J. D., Mugnoli, A.: Helv. Chim. Acta 49, 2492 (1966).CrossRefGoogle Scholar
  20. 20).
    Bürgi, H. B., Dunitz, J. D.: Helv. Chim. Acta 51, 1514 (1968).CrossRefGoogle Scholar
  21. 21).
    v. Egmond, J., Romers, C.: Tetrahedron 25, 2693 (1969).CrossRefGoogle Scholar
  22. 22).
    Groth, P.: Acta Chem. Scand.: 19, 1497 (1965); Acta Chem. Scand. 21, 2695 (1967).Google Scholar
  23. 23).
    Srikrishnan, T., Srinivasan, R., Zand, R.: J. Cryst. Mol. Struct. 1, 199 (1971); Srinivasan, R., Srikrishnan, T.: Tetrahedron 27, 1009 (1971).CrossRefGoogle Scholar
  24. 24).
    Johnson, S. M., Maier, C. A., Paul, I. C.: J. Chem. Soc. (B) 1970, 1603.Google Scholar
  25. 25).
    Go, K. T., Paul, I. C.: Tetrahedron Letters, 1965, 4265.-Paul, I. C., Go, K. T.: J. Chem. Soc. (B) 1969, 33.Google Scholar
  26. 26).
    Dunitz, J. D.: Pure Appl. Chem. 25, 495 (1971).Google Scholar
  27. 27).
    Frank, G. W., Degen, P. J., Anet, F. A. L.: J. Am. Chem. Soc. 94, 4792 (1972).CrossRefGoogle Scholar
  28. 28).
    Ferguson, M. N., MacNicol, D. D., Oberhausli, R., Raphael, R. A., Zabkiewiez, R: Chem. Commun. 1968, 103.Google Scholar
  29. 29).
    Pauling, L., Carpenter, D. L.: J. Am. Chem. Soc. 58, 1274 (1937).CrossRefGoogle Scholar
  30. 30).
    Grandjean, D., Leclaire, A.: Compt. Rend. 265, 795 (1967).Google Scholar
  31. 31).
    Cady, H. H., Larson, A. C., Comer, D. T.: Acta Cryst. 16, 617 (1963).CrossRefGoogle Scholar
  32. 32).
    Schenck, H.: Acta Cryst. B27, 185 (1971).Google Scholar
  33. 33).
    Sass, R., Donohue, J.: Acta Cryst. 11, 497 (1958). — Lund, E. W., Svendsen, S. R.: Acta Chem. Scand. 11, 940 (1957).CrossRefGoogle Scholar
  34. 34).
    Abrahams, S. C.: Acta Cryst. 8, 661 (1955).CrossRefGoogle Scholar
  35. 35).
    Wiberg, K. B.: J. Am. Chem. Soc. 87, 1070 (1965).CrossRefGoogle Scholar
  36. 36).
    Bixon, M., Lifson, S.: Tetrahedron 23, 769 (1967).CrossRefGoogle Scholar
  37. 37).
    Allinger, N. L., Hirsch, J. A., Miller, M., Tyminski, J. J., Van Catledge, F. A.: J. Am. Chem. Soc. 90, 1199 (1968).CrossRefGoogle Scholar
  38. 38).
    Henrichs, P. M.: Ph. D. Thesis, University of California, Los Angeles, 1969.Google Scholar
  39. 39).
    Program written by C. K. Johnson, Oak Ridge National Laboratory. Program and documentation available from Clearinghouse for Federal Scientific and Technical Information, National Bureau of Standards, U. S. Department of Commerce, Springfield, Virginia 22151.Google Scholar
  40. 40).
    Anderson, J. E., Glazer, E. D., Griffith, D. L., Knorr, R., Roberts, J. D.: J. Am. Chem. Soc. 91, 1386 (1969).CrossRefGoogle Scholar
  41. 41).
    Allinger, N. L., Greenberg, S.: J. Am. Chem. Soc. 81, 5733 (1959).CrossRefGoogle Scholar
  42. 42).
    Allinger, N. L., Jindal, S. P., Da Rooge, M. A.: J. Org. Chem. 27, 4290 (1962).CrossRefGoogle Scholar
  43. 43).
    Allinger, N. L., Tribble, M. T., Miller, M. A.: Tetrahedron 28, 1173 (1972).CrossRefGoogle Scholar
  44. 44).
    Lifson, S., Warshel, A.: J. Chem. Phys. 49, 5116 (1968).CrossRefGoogle Scholar
  45. 45).
    Boyd, R. H.: J. Chem. Phys. 49, 2574 (1968).CrossRefGoogle Scholar
  46. 46).
    Anet, F. A. L., St. Jacques, M.: J. Am. Chem. Soc. 88, 2586 (1966).CrossRefGoogle Scholar
  47. 47).
    Anet, F. A. L., Hartman, J. S.: J. Am. Chem. Soc. 85, 1204 (1963).CrossRefGoogle Scholar
  48. 48).
    Meiboom, S.: Paper presented at the Symposium on High Resolution Nuclear Magnetic Resonance at Boulder, Colorado, July 1962.Google Scholar
  49. 49).
    Anet, F. A. L.: Unpublished.Google Scholar
  50. 50).
    Anet, F. A. L., Bradley, C. H., Buchanan, G. W.: J. Am. Chem. Soc. 93, 258 (1971).CrossRefGoogle Scholar
  51. 51).
    Anet, F. A. L., St. Jacques, M., Chmurny, G. N.: J. Am. Chem. Soc. 90, 5243 (1968).CrossRefGoogle Scholar
  52. 52).
    Roberts, J. D.: Abstracts, 19th National Organic Symposium of the American Chemical Society, Tempe, Arizona, June 1965.Google Scholar
  53. 53).
    Gerig, J. T., Roberts, J. D.: J. Am. Chem. Soc. 88, 2791 (1966).CrossRefGoogle Scholar
  54. 54).
    Peake, A., Wyer, J. A., Thomas, L. F.: Chem. Commun. 95 (1966).Google Scholar
  55. 55).
    Anet, F. A. L., Larson, W. D.: Unpublished.Google Scholar
  56. 56).
    St. Jacques, M.: Ph. D. Thesis, University of California, Los Angeles, 1967.Google Scholar
  57. 57).
    Anet, F. A. L., St. Jacques, M., Henrichs, P. M.: Intrasc. Chem. Rep. 4, 251 (1970).Google Scholar
  58. 58).
    Anet, F. A. L.: Paper presented at the Brussels International Symposium, September 1969. Published in: Conformational analysis, scope and present limitations (ed. G. Chiurdoglu), p. 15. New York: Academic Press 1971. Abstracts of the 20th National Organic Symposium of the American Chemical Society, Burlington, Vermont, 1967.Google Scholar
  59. 59).
    Anet, F. A. L., Wagner, J. J.: Unpublished.Google Scholar
  60. 60).
    Heijboer, J.: J. Polymer Sci. C16, 3413 (1965). Physics of non-crystalline solids. Proceedings of the Intern. Conf. Delft, July 1964 (ed. J. A. Prins), p. 231. Amsterdam: Thesis, Leiden 1972.Google Scholar
  61. 61).
    Frosini, V., Magagnini, P., Butta, E., Baccaredda, M.: Kolloid-Z. 213, 115 (1966).CrossRefGoogle Scholar
  62. 62).
    Laurie, V. W.: J. Chem. Phys. 34, 1516 (1961).CrossRefGoogle Scholar
  63. 63).
    Swalen, J. D., Costain, C. C.: J. Chem. Phys. 31, 1562 (1959).CrossRefGoogle Scholar
  64. 64).
    Levy, G. C., Nelson, G. L.: Carbon-13 nuclear magnetic resonance for organi chemists. New York: Wiley 1972.Google Scholar
  65. 65).
    Anet, F. A. L., Degen, P. J.: J. Am. Chem. Soc. 94, 1390 (1972).CrossRefGoogle Scholar
  66. 66).
    Aoki, K.: J. Chem. Soc. Japan, Pure Chem. Sect. 74, 110 (1953).Google Scholar
  67. 67).
    Dale, J., Krane, J.: J. Am. Chem. Soc. 94, 1389 (1972).CrossRefGoogle Scholar
  68. 68).
    Astrup, E. E.: Acta Chem. Scand. 25, 1494 (1971).Google Scholar
  69. 69).
    Anet, F. A. L., Krane, J.: Unpublished.Google Scholar
  70. 70).
    Lehn, J. M., Riddell, F. G.: Chem. Commun. 1966, 803.Google Scholar
  71. 71).
    Leonard, N. J., Milligan, J. W., Brown, T. L.: J. Am. Chem. Soc. 82, 4075 (1960)CrossRefGoogle Scholar
  72. 72).
    Anet, F. A. L., Degen, P. J.: Tetrahedron Letters 1972, 3613Google Scholar
  73. 73).
    Dobler, M., Dunitz, J. D.: Helv. Chim. Acta 47, 695 (1964). — Brown, W. A. C. Martin, J., Sim, G. A.: J. Chem. Soc. 1965, 1844.CrossRefGoogle Scholar
  74. 74).
    Anet, F. A. L., Basus, V. J.: J. Am Chem. Soc. 95, 4424 (1973).CrossRefGoogle Scholar
  75. 75).
    Anet, F. A. L., Kozerski, L.: Unpublished.Google Scholar
  76. 76).
    St-Jacques, M., Prud'homme, R.: J. Am. Chem. Soc. 94, 6479 (1972).CrossRefGoogle Scholar
  77. 77).
    Anet, F. A. L., Krane, J., Wong, L.: Unpublished.Google Scholar
  78. 78).
    Anet, F. A. L., Degen, P. J.: Unpublished.Google Scholar
  79. 79).
    Anet, F. A. L., Krane, J.: Tetrahedron Letters, in press.Google Scholar

Copyright information

© Springer-Verlag 1974

Authors and Affiliations

  • Frank A. L. Anet
    • 1
  1. 1.Department of ChemistryThe University of CaliforniaLos AngelesUSA

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