Substituent effects in the vinylcyclopropane radical cation rearrangement: A computational road to a new synthetic tool

European Journal of Organic Chemistry

Volumn , Issue 8, 2003, Pages 1454-1462

  Oxgaard, Jonas ^a   Wiest, Olaf ^a  

^a UNIVERSITY OF NOTRE DAME   (United States)

Author keywords

Density functional calculations; Electron transfer; Radical ions; Sigmatropic rearrangement; Substituent effects

Indexed keywords

CATION; CYCLOPROPANE DERIVATIVE; HYDROGEN; UNCLASSIFIED DRUG; VINYL DERIVATIVE; VINYLCYCLOPROPANE;

ARTICLE; CHEMICAL STRUCTURE; ELECTRON TRANSPORT; ENERGY; MATHEMATICAL ANALYSIS; OXIDATION; STEREOCHEMISTRY; SUBSTITUTION REACTION; SYNTHESIS;

EID: 0038370955     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/ejoc.200390204     Document Type: Article

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35. This is a well-known bias of the B3LYP method. For examples of recent studies, compare: [13a] J. Oxgaard, O. Wiest, J. Phys. Chem. A. 2001, 105, 8236-8240. [13b] J. Oxgaard, O. Wiest, J. Phys. Chem. A. 2002, 106, 3967-3974. [13c] V. Hrouda, M. Roeselová, T. Bally, J. Phys. Chem. A 1997, 101, 3925-3935. [13d] T. Bally, G. N. Sastry, J. Phys. Chem. A 1997, 101, 7923-7925. [13e] B. Braïda, P. C. Hiberty, J. Phys. Chem. A 1998, 102, 7872-7877. [13f] M. Sodupe, J. Bertran, L. Rodriguez-Santiago, E. J. Baerends, J. Phys. Chem. A 1999, 103, 166-170. [13g] H. Chermette, I. Ciofini, F. Mariotti, C. Daul, J. Chem. Phys. 2001, 114, 1447-1453.
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