Reversible retro-Diels-Alder reactions of bicyclo [4.1. 0] hept-2-ene systems

…, WR Dolbier Jr, H Koroniak, DM Al-Fekri

Index: Sellers, Simon F.; Dolbier, William R.; Koroniak, Henryk; Al-Fekri, Dheya M. Journal of Organic Chemistry, 1984 , vol. 49, # 6 p. 1033 - 1036

Full Text: HTML

Citation Number: 6

Abstract

The first to comment on the unusual effects of fluorine substitution on cyclopropane were O'Neal and Benson'who estimated that an increase in ring strain of 4.5-9 kcal/mol per fluorine substituent was produced. Hoffman predicted that fluorine should weaken the bond opposite the carbon bearing the fluorine substituent whereas the adjacent bonds should be slightly strengthened. 2 In a series of studies to obtain quantitative data on the kinetic and ...