Aromaticity of Highly Bent Benzene Rings. An Investigation by High Field Deuterium NMR of [5]Metacyclophane and Model Compounds

Journal of the American Chemical Society

Volumn 108, Issue 7, 1986, Pages 1415-1418

  van Zijl, P C M ^a   Jenneskens, L W ^a   Bastiaan, E W ^a   MacLean, C ^a   de Wolf, W H ^a   Bickelhaupt, F ^a  

^a VU UNIVERSITY AMSTERDAM   (Netherlands)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001571606     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja00267a009     Document Type: Article

References (27)

1. Lewis, D.; Peters, D. Facts and Theories of Aromaticity; Macmillan: New York, 1975; also references therein.
2. Balaban, A. T. Pure Appl. Chem. 1980, 52, 1409.
3. Mallion, K. B. Pure Appl. Chem. 1980, 52, 1541.
4. Aihara, J. J. Am. Chem. Soc. 1979, 101, 558.
5. Huckel, E. Z. Phys. 1931, 70, 204.
6. Huckel, E. Grundzuge der Theorie Ungesattigter und Aromatischer Verbindungen; Verlag Chemie: Berlin, 1938; p 71.
7. Musher, J. I. J. Chem. Phys. 1967, 46, 1219.
8. Dauben, H. J., Jr.; Wilson, J. D.; Laity, J. L. J. Am. Chem. Soc. 1968, 90, 811.
9. Sutter, D. H.; Flygare, W. H. Topics in Current Chemistry; Springer: Berlin, 1976; Vol. 63, p 89.
10. Benson, R. C.; Flygare, W. H. J. Chem. Phys. 1973, 58, 2366.
11. Schmalz, T. G.; Norris, C. L.; Flygare, W. H. J. Chem. Phys. 1973, 95, 7961.
12. Benassi, R.; Lazzeretti, P.; Taddei, F. J. Phys. Chem. 1975, 79, 848.
13. Cyclophanes; Keehn, P. M., Rosenfeld, S. M., Eds.; Academic: New York, 1983.
14. Jenneskens, L. W.; Klamer, J. C.; De Boer, H. J. R.; De Wolf, W. H.; Bickelhaupt, F.; Stam, C. H. Angew. Chem. 1984, 96, 236.
15. Turkenburg, L. A. M.; De Wolf, W. H.; Bickelhaupt, F.; Cofino, W. P.; Lammertsma, K. Tetrahedron Lett. 1983, 24, 1821.
16. Jenneskens, L. W.; De Kanter, F. J. J.; Turkenburg, L. A. M.; De Boer, H. J. R.; De Wolf, W. H.; Bickelhaupt, F. Tetrahedron 1984, 40, 4401.
17. Carballeira, L.; Pereiras, A. J.; Rios, M. A. J. Chem. Phys. 1984, 80, 4387.
18. Turkenburg, L. A. M.; Blok, P. M. L.; De Wolf, W. H.; Bickelhaupt, F. Angew. Chem. 1982, 94, 291.
19. Van Straten, J. W.; De Wolf, W. H.; Bickelhaupt, F. Tetrahedron Lett. 1977, 4667.
20. Lohman, J. A. B.; MacLean, C. Chem. Phys. 1978, 35, 269.
21. Lohman, J. A. B.; MacLean, C. Chem. Phys. Lett. 1978, 58, 483.
22. van Zijl, P. C. M.; Ruessink, B. H.; Bulthuis, J.; MacLean, C. Acc. Chem. Res. 1984, 17, 172.
23. Bothner-By, A. A.; Gayathri, C.; van Zijl, P. C. M.; MacLean, C. J. Magn. Reson. 1984, 56, 456.
24. van Zijl, P. C. M.; MacLean, C.; Bothner-By, A. A. J. Chem. Phys. 1985, 83, 4410.
25. Loewenstein, A. Advances in Nuclear Quadrupole Resonance; Heyden: London, 1983; Vol. 5, p 53.
26. Pascal, P. Chimie Generale; Masson et Cie: Paris, 1949.
27. Dadok, J.; Sprecher, R. F. J. Magn. Reson. 1974, 13, 243.