Conformational behaviour of medium-sized rings. Part I. 5,6,11,12-Tetrahydrodibenzo[a,e]cyclo-octene † (1,2,5,6-dibenzocyclo- octa-1,5-diene †) and heterocyclic analogues

Journal of the Chemical Society, Perkin Transactions 1

Volumn , Issue , 1973, Pages 205-217

  Crossley, R ^a   Downing, A P ^a   Nogradi M ^a   De Oliveira, A Braga ^a   Ollis, W D ^a   Sutherland, I O ^a  

^a UNIVERSITY OF SHEFFIELD   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 37049135619     PISSN: 14727781     EISSN: None     Source Type: Journal    
DOI: 10.1039/P19730000205     Document Type: Article

References (75)

1. J. Dale, Angew. Chem. Internal. Edn., 1966, 5, 1000.
2. J. D. Dunitz, ‘Perspectives in Structural Chemistry,’ vol. 2, ed. J. D. Dunitz and J. A. Ibers, Wiley, New York, 1968.
3. J. B. Hendrickson, J. Amer. Chem. Soc., 1961, 83, 4537.
4. J. B. Hendrickson, J. Amer. Chem. Soc., 1962, 84, 3355.
5. J. B. Hendrickson, J. Amer. Chem. Soc., 1964, 86, 4854.
6. J. B. Hendrickson, J. Amer. Chem. Soc., 1967, 89, 7036, 7043, 7047.
7. K. B. Wiberg, J. Amer. Chem. Soc., 1965, 87, 1070.
8. N. L. Allinger, J. A. Hirsch, M. A. Miller, I. Tyminski, and F. A. Van-Catledge, J. Amer. Chem. Soc., 1968, 90, 1199.
9. M. Bixon and S. Lifson, Tetrahedron, 1967, 23, 769.
10. C. Altona and M. A. Sunaralingham, Tetrahedron, 1970, 26, 925.
11. N. L. Allinger, M. T. Tribble, M. A. Miller, and D. H. Wertz, J. Amer. Chem. Soc., 1971, 93, 1637.
12. R. H. Boyd, J. Chem. Phys., 1968, 49, 2574.
13. W. Baker, R. Banks, D. R. Lyon, and F. G. Mann, J. Chem. Soc., 1945, 27.
14. F.-H. Marquardt, Tetrahedron Letters, 1967, 4989.
15. A. T. Blomquist, Y. C. Meinwald, C. G. Bottomley, and P. W. Martin, Tetrahedron Letters, 1960, No. 24, 13.
16. M. P. Cava, R. Pohlak, B. W. Erickson, J. C. Rose, and G. Fraenkel, Tetrahedron, 1962, 18, 1005.
17. J. M. Davies and S. H. Graham, Chem. Comm., 1968, 542.
18. A. M. Munro, R. M. Quinton, and T. I. Wrigley, J. Medicin. Chem., 1963, 6, 255.
19. H. Stetter, Chem. Ber., 1953, 86, 161.
20. W. Schroth and B. Streckenbach, Z. Chem., 1963, 465.
21. E. Negishi and A. R. Day, J. Org. Chem., 1965, 30, 43.
22. M. Borovicka, F. Kuis, J. Chromok, and M. Protiva, Coll. Czech. Chem. Comm., 1957, 32, 1745.
23. M. A. Spielmann, J. Amer. Chem. Soc., 1935, 57, 584.
24. F. C. Cooper and M. W. Partridge, J. Chem. Soc., 1955, 991.
25. F. C. Cooper and M. W. Partridge, J. Chem. Soc., 1957, 2888.
26. M. T. Rogers and J. C. Woodbrey, J. Phys. Chem., 1962, 66, 540.
27. J. Heidberg, J. A. Weil, G. A. Janusonis, and J. K. Anderson, J. Chem. Phys., 1964, 41, 1033.
28. J. I. Kaplan, J. Chem. Phys., 1958, 28, 278.
29. J. I. Kaplan, J. Chem. Phys., 1958, 29, 462.
30. S. Alexander, J. Chem. Phys., 1962, 37, 967, 974.
31. S. Alexander, J. Chem. Phys., 1963, 38, 1787.
32. S. Alexander, J. Chem. Phys., 1964, 40, 2741.
33. C. S. Johnson, J. Chem. Phys., 1964, 41, 3277.
34. C. S. Johnson, Adv. Magn. Resonance, 1965, 1, 33.
35. C. S. Johnson, J. Magn. Resonance, 1969, 1, 98.
36. C. J. Cresswell and R. K. Harris, J. Magn. Resonance, 1971, 4, 99.
37. C. S. Johnson, J. Magn. Resonance, 1969, 1, 98.
38. G. Binsch, J. Amer. Chem. Soc., 1969, 91, 1304.
39. H. S. Gutowsky and C. H. Holm, J. Chem. Phys., 1956, 25, 1228.
40. M. Oki, H. Iwamura, and N. Hayakawa, Bull. Chem. Soc. Japan, 1963, 36, 1542.
41. R. J. Kurland, M. B. Rubin, and W. B. Wyse, J. Chem. Phys., 1964, 40, 2426.
42. G. Binsch, Topics Stereochem., 1968, 3, 97.
43. J. Jonas and H. S. Gutowsky, Ann. Rev. Phys. Chem., 1968, 19, 448.
44. L. M. Jackman, T. E. Kavanagh, and R. C. Haddon, Org. Magn. Resonance, 1969, 1, 109.
45. J. O. Sutherland, Ann. Reports N.M.R. Spectroscopy, 1971, 4, 71.
46. W. Klyne and V. Prelog, Experientia, 1960, 16, 521.
47. B. J. Price, J. A. Eggleston, and I. O. Sutherland, J. Chem. Soc. (B), 1967, 922.
48. W. E. Stewart and T. H. Siddall, III, Chem. Rev., 1970, 70, 517.
49. A. Mannschreck and H. Muensch, Tetrahedron Letters, 1968, 3227.
50. E. L. Eliel, N. L. Allinger, S. J. Angyal, and G. A. Morrison, ‘Conformational Analysis,’ Wiley New York, 1965, ch. 7.
51. J. E. Williams, P. J. Stang, and P. von R. Schleyer, Ann. Rev. Phys. Chem., 1968, 19, 531.
52. J. Dale, Tetrahedron, 1966, 22, 3373.
53. Höhn quoted by Richter-Anschütz, ‘Chemie der Kohlenstoff-Verbindungen,’ 1935, vol. II [2], p. 393.
54. R. Anschütz, Ber., 1919, 52, 1875.
55. R. Anschütz and K. Reipenkroger, Annalen, 1924, 439, 1.
56. L. Anschütz and R. Neher, J. prakt. Chem., 1941, 159, 264.
57. L. Anschütz and A. Mayer, J. prakt. Chem., p. 343.
58. L. Anschütz and R. Neher, Ber., 1944, 77, 634.
59. L. Anschütz and G. Gross, Ber., 1944, 77, 644.
60. R. Spallino and G. Provenzal, Gazzetta, 1909, 39, II, 325.
61. A. Schönberg, J. Chem. Soc., 1948, 891.
62. W. Baker, W. D. Ollis, and T. S. Zealley, J. Chem. Soc., 1951, 201.
63. W. Baker, B. Gilbert, W. D. Ollis, and T. S. Zealley, J. Chem. Soc., 1951, 209.
64. W. Baker, J. B. Harborne, A. J. Price, and A. Rutt, J. Chem. Soc., 1954, 2042.
65. W. Baker, B. Gilbert, and W. D. Ollis, J. Chem. Soc., 1952, 1443.
66. H. M. Powell, Nature, 1952, 170, 155.
67. A. C. D. Newman and H. M. Powell, J. Chem. Soc., 1952, 3747.
68. D. Lawton and H. M. Powell, Chem. Soc., 1958, 2339.
69. A. P. Downing, W. D. Ollis, and I. O. Sutherland, J. Chem. Soc. (B), 1970, 24.
70. A. P. Downing, W. D. Ollis, I. O. Sutherland, J. Mason, and S. F. Mason, Chem. Comm., 1968, 329.
71. P. G. Edgerley and L. E. Sutton, J. Chem. Soc., 1951, 1069.
72. W. Baker, A. S. El-Nawawy, and W. D. Ollis, J. Chem. Soc., 1952, 3163.
73. W. Baker, W. D. Ollis, and T. S. Zealley, J. Chem. Soc., 1952, 1447.
74. Beilstein, ‘Handbuch der Organischen Chemie,’ 4th edn., 1934, vol. 19, pp. 172, 500.
75. K. Mislow and H. D. Perlmutter, J. Amer. Chem. Soc., 1962, 84, 3591.