Energetics of the [N]phenylenes with application to helical conformers

Journal of Physical Chemistry A

Volumn 101, Issue 30, 1997, Pages 5596-5599

  Schulman, Jerome M ^a   Disch, Raymond L ^a  

^a CITY UNIVERSITY OF NEW YORK   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

COMPUTATIONAL METHODS; CONFORMATIONS; ELECTRONIC DENSITY OF STATES; SUBSTITUTION REACTIONS;

HELICAL CONFORMERS; PHENYLENES;

AROMATIC COMPOUNDS;

EID: 0031185655     PISSN: 10895639     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp970940e     Document Type: Article

References (31)

1. (a) Berris, B. C.; Hovakmeemian, G. H.; Lai, Y.-H.; Mestdagh, H.; Vollhardt, K. P. C. J. Am. Chem. Soc. 1985, 107, 5670.
2. (b) Vollhardt, K. P. C. Pure Appl. Chem. 1993, 65, 153.
3. (c) Boese, R.; Matzger, A. J.; Mohler, D. L.; Vollhardt, K. P. C. Angew. Chem., Int. Ed. Engl. 1995, 34, 1478.
4. (d) Schmidt-Radde, R. H.; Vollhardt, K. P. C. J. Am. Chem. Soc. 1992, 114, 9713.
5. (e) Diercks, R.; Vollhardt, K. P. C. Angew. Chem., Int. Ed. Engl. 1986, 25, 266.
6. (f) Barton, J. W.; Walker, R. B. Tetrahedron Lett. 1978, 1005.
7. (g) Diercks, R.; Vollhardt, K. P. C. Angew. Chem., Int. Ed. Engl. 1986, 108, 3150.
8. (h) For 1, see: Lothrop, W. C. J. Am. Chem. Soc. 1941, 63, 1187.
9. (a) Schulman, J. M.; Disch, R. L. J. Am. Chem. Soc. 1996, 118, 8470.
10. (b) Schulman, J. M.; Disch, R. L. Chem. Phys. Lett. 1996, 262, 813.
11. (c) Maksić, Z. B.; Kovaček, D.; Eckert-Maksic, M.; Böckmann, M.; Klessinger, M. J. Phys. Chem. 1995, 99, 6410.
12. (d) Nambu, M.; Hardcastle, K.; Baldridge, K. K.; Siegel, J. S. J. Am. Chem. Soc. 1992, 114, 369.
13. (e) Baldridge, K. K.; Siegel, J. S. J. Am. Chem. Soc. 1992, 114, 9583.
14. (f) Aihara, J Bull. Chem. Soc. Jpn. 1993, 66, 57.
15. (g) Schulman, J. M.; Disch, R. L. J. Mol. Struct. (THEOCHEM) 1992, 259, 173.
16. (h) Trinajstić, N.; Schmalz, T. G.; Živković, T. P.; Nicolić, S.; Hite, G. E.; Klein, D. J.; Seitz, W. A. New J. Chem. 1991, 15, 27.
17. (i) Randić, M. Pure Appl. Chem. 1980, 52, 1587.
18. (j) Barton, J. W.; Rowe, D. J. Tetrahedron 1985, 41, 1323.
19. (k) Randić, M. Tetrahedron 1977, 33, 1905.
20. (l) Randić, M. J. Am. Chem. Soc. 1977, 99, 444.
21. (m) Barron, T. H. K.; Barton, J. W.; Johnson, J. D. Tetrahedron 1966, 22, 2609.
22. (a) Becke, A. D. Phys. Rev. A 1988, 38, 3098.
23. (b) Lee, C.; Wang, W.; Parr, R. G. Phys. Rev. B 1988, 137, 785.
24. Hehre, W. J.; Radom, L.; Schleyer, P. v. R.; Pople, J. A. Ab Initio Molecular Orbital Theory; John Wiley and Sons: New York, 1986.
25. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Gill, P. M. W.; Wong, M. W.; Johnson, B. G.; Robb, M. A.; Cheeseman, J. R.; Keith, T.; Petersson, G. A.; Montgomery, J. A.; Raghavachari, K.; Al-Laham, M. A.; Zakrzewski, V. G.; Ortiz, J. V.; Foresman, J. B.; Peng, C. Y.; Ayala, P. Y.; Chen, W.; Wong, M. W.; Andres, J. L.; Replogle, E. S.; Gomperts, R.; Martin, R. L.; Fox, D. L.; Binkley, J. S.; Defrees, D. J.; Baker, J.; Stewart, J. P.; Head-Gordon, M.; Gonzalez, C.; Pople, J. A. GAUSSIAN 94, Revision B.3, Gaussian, Inc.: Pittsburgh, PA, 1995.
26. Dewar, M. J. S.; Zoebisch, E. G.; Healy, E. F.; Stewart, J. J. P. J. Am. Chem. Soc. 1985, 107, 1902.
27. Cioslowski, J.; O'Connor, P. B.; Fleishmann, E. D. J. Am. Chem. Soc. 1991, 113, 1086.
28. (a) Harary, F.; Read, R. C. Proc. Edinburgh Math. Soc., Ser. 2 1970, 17, 1.
29. (b) Gutman, I.; Cyvin, S. J. Introduction to the Theory of Benzenoid Hydrocarbons; Springer-Verlag: Berlin, 1989.
30. Baughman, R. H.; Galvao, D. S.; Changxing, C.; Wang, Y.; Tománek, D. Chem. Phys. Lett. 1993, 204, 8.
31. Grimme, S.; Peyerimhoff, D. D. Chem. Phys. 1996, 204, 411.