Gas phase kinetics and mechanism of 2,2-dimethyl but-3-enal and 1-methyl-6-methylenecyclohexa-2,4-diene-1-carbaldehyde retro-cheletropic ene reaction

Journal of Molecular Structure: THEOCHEM

Volumn 672, Issue 1-3, 2004, Pages 61-66

  Gholami, M R ^a   Izadyar, M ^a  

^a SHARIF UNIVERSITY OF TECHNOLOGY   (Iran)

Author keywords

1 Methyl 6 methylenecyclohexa 2,4 diene 1 carbaldehyde; 2,2 Dimethyl but 3 enal; Ab initio and DFT methods; Asynchronous concerted mechanism; Retro cheletropic ene reaction

Indexed keywords

1 METHYL 6 METHYLENECYCLOHEXA 2,4 DIENE 1 CARBALDEHYDE; 2,2 DIMETHYLBUT 3 ENAL; ALDEHYDE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; FREQUENCY ANALYSIS; GAS; KINETICS; MATHEMATICAL ANALYSIS; THEORETICAL MODEL;

EID: 1242351495     PISSN: 01661280     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.theochem.2003.11.008     Document Type: Article

References (26)

1. Alder K. Forest W. Neuere Methoden der praparativen organischen chemie, Teil1. 1949;251 Varlag Chemie, Weinheim.
2. Sauer J., Sustmann R. Angew. Chem., Int. Ed. Engl. 19:1980;779.
3. Huisgen R., Grashey R., Sauer J. Patai S. The Chemistry of Alkenes. 1964;739 Interscience, London.
4. Padwa A. 1,3-Dipolar Addition Chemistry. 1984;Wiley, New York.
5. Mock L. Marchand A.P., Lehr R.E. Pericyclic Reactions. vol. II:1977;141 Academic Press, New York.
6. Rahanowsky W.S.T., Emeis S.L. J. Am. Chem. Soc. 97:1975;3773.
7. Jung M.E., Zimmerman C.N. J. Am. Chem. Soc. 113:1991;7813.
8. Crawford R.J., Lutener S., Tokunage H. Can. J. Chem. 55:1977;3951.
9. Grimme W., Harter M.W., Sklorz C.A. J. Chem. Soc., Perkin Trans. 2. 1999;1959.
10. M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, V.G. Zakrzewski, J.A. Montgomery, R.E. Stratmann, J.C. Burant, S. Dapprich, J.M. Millam, A.D. Daniels, K.N. Kudin, M.C. Strain, O. Farkas, J. Tomasi, V. Barone, M. Cossi, R. Cammi, B. Mennucci, C. Pomelli, C. Adamo, S. Clifford, J. Chterski, G.A. Petersson, P.Y. Ayala, Q. Morokuma, K. Cui, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J. Ciolowski, J.V. Ortiz, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. Gomperts, J.L. Martin, D.J. Fox, T. Kieth, M.A. Al-Laham, C.Y. Peng, A. Nanayakkara, C. Gonzalez, M. Challacombe, P.M.W. Gills, B. Jonhson, W. Chen, M.W. Wong, J.L. Andres, M. Head-Gordon, E.S. Replogle, J.A. Pople, GAUSSIAN 98, Revision A.9, Gaussian, Inc., Pittsburgh, PA, 1998.
11. Moller C., Plesset M.S. Phys. Rev. 46:1934;618.
12. Beck A.D. Phys. Rev. A. 38:1988;3098.
13. Lee C., Yang W., Parr R.G. Phys. Rev. B. 371:1988;785.
14. Hehre W.J., Random L., Schleger P.V.R., Pople J.A. Ab Initio Molecular Orbital Theory. 1986;Wiley, New York.
15. Schlegel H.B., Peng C., Ayala P.Y., Frisch M.J. J. Comput. Chem. 17:1996;49.
16. Reed A.E., Curtiss L.A., Weinhold F. Chem. Rev. 88:1988;899.
17. Reed A.E., Weinstock R.B., Weinhold F. J. Chem. Phys. 78:1983;4066.
18. Glasstone S., Laidler K.J., Eyring H. The Theory of Rate Processes. 1941;McGraw-Hill, New York.
19. Laidler K.J. Theories of Chemical Reaction Rates. 1941;McGraw-Hill, New York.
20. Gholami M.R., Izadyar M. J. Phys. Org. Chem. 16:2003;153.
21. Gholami M.R., Izadyar M. Proceeding of the Sixth Iranian Physical Chemistry Seminar. 2002;Urmia University, Iran. August, p. 31.
22. Gholami M.R., Izadyar M. Sharif Res. J. Proceedings. 2003;85.
23. M.R. Gholami, M. Izadyar, Unpublished results.
24. Reich A.R., Wollowitz S. J. Am. Chem. Soc. 104:1982;7051.
25. Grimme W., Pohl K., Wortmann J., Frowe D. Liebigs Ann. Chem. 1996;1905.
26. Roth W.R. Tetrahedron Lett. 1964;1009.