DFT and topological study on the mechanism of ring opening of cyclobutenone, azetinone and oxetone

Journal of Molecular Structure: THEOCHEM

Volumn 468, Issue 1-2, 1999, Pages 119-125

  Ding, Wan Jian ^a   Fang, De Cai ^a  

^a BEIJING NORMAL UNIVERSITY   (China)

Author keywords

Ab initio MO and density functional calculations; Bader type topological analysis; Ring opening reaction mechanism

Indexed keywords

AZETINONE; CYCLOBUTANE DERIVATIVE; CYCLOBUTENONE; ORGANIC COMPOUND; OXETONE; UNCLASSIFIED DRUG;

ARTICLE; CALCULATION; COMPUTER PROGRAM; STRUCTURE ANALYSIS;

EID: 0033538839     PISSN: 01661280     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0166-1280(98)00500-4     Document Type: Article

References (21)

1. Kikuchi O. Bull. Chem. Soc. Jpn. 55:1982;1669.
2. Nguyen M.T., Ha T.K., O'Ferrall R.A.M. J. Org. Chem. 55:1990;3251.
3. McAllister M.A., Tidwell T.T. J. Am. Chem. Soc. 116:1994;7233.
4. Niwayarna S., Kallel E.A., Sheu C., Houk K.N. J. Org. Chem. 61:1996;2517.
5. Bader R.F.W., Tang T.K., Tal Y., Biegler-K'nig F.W. J. Am. Chem. Soc. 104:1982;940.
6. Bader R.F.W., Tang T.K., Tal Y., Biegler-K'nig F.W. J. Am. Chem. Soc. 104:1982;946.
7. Cremer D., Kraka E. Croat. Chem. Acta. 57:1984;1259.
8. Bader R.F.W., MacDougall P.J., Lau C.D.H. J. Am. Chem. Soc. 106:1984;1594.
9. Bader R.W.F., MacDougall P.J. J. Am. Chem. Soc. 107:1985;6788.
10. Bader R.F.W. Can. J. Chem. 64:1986;1036.
11. MacDougal J.P., Bader R.F.W. Can. J. Chem. 64:1986;1496.
12. Bader R.F.W., Chang C. J. Phys. Chem. 93:1989;2946.
13. Carroll M.T., Cheeseman J.R., Osman R., Weinstein R. J. Phys. Chem. 93:1989;5120.
14. Shi Z., Boyd R.J. J. Phys. Chem. 95:1991;4698.
15. Slee T., Bader R.F.W. J. Mol. Struct. (Theochem). 255:1992;173.
16. Shi Z., Boyd R.J. J. Am. Chem. Soc. 115:1993;9614.
17. M.W. Schmidt, K.K. Baldridge, J.A. Boatz, S.T. Elbert, M.S. Gordon, J.H. Jensen, S. Koseki, N. Matsunaga, K.A. Nguyen, S.J. Suj, L. Windus, M. Dupuis, J.A. Montgomery, GAMESS, J. Comput. Chem., 14 (1993), 1347, Alex A. Granovsky, PC GAMESS version 4.3, 1997.
18. M.W. Schmidt, K.K. Baldridge, J.A. Boatz, S.T. Elbert, M.S. Gordon, J.H. Jensen, S. Koseki, N. Matsunaga, K.A. Nguyen, S.J. Suj, L. Windus, M. Dupuis, J.A. Montgomery, GAMESS, J. Comput. Chem., 14 (1993), 1347, Alex A. Granovsky, PC GAMESS version 4.3, 1997.
19. M.J. Frisch, G.W. Trucks, H.B. Schlegel, P.M.W. Gill, B.G. Johnson, M.A. Robb, J.R. Cheeseman, T. Keith, G.A. Petersson, J.A. Montgomery, K. Raghavachari, M.A. Al-Laham, V.G. Zakrzewski, J.V. Ortiz, J.B. Foresman, J. Cioslowski, B.B. Stefanov, A. Nanayakkara, M. Challacombe, C.Y. Peng, P.Y. Ayala, W. Chen, M.W. Wong, J.L. Andres, E.S. Repogle, R. Gomperts, R.L. Martin, D.J. Fox, J.S. Binkley, D.J. Defrees, J. Baker, J.P. Stewart, M. Head-Gordon, C. Gonzalez and J.A. Pople, GAUSSIAN94, Gaussian Inc., Pittsburgh PA, 1995.
20. Becke A.D. J. Chem. Phys. 98:1993;5648.
21. Lee C., Parr W., Yangl R.G. Phys. Rev. B. 37:1988;785.