The Journal of organic chemistry

Kinetic studies of a fast, reversible alkene radical cation cyclization reaction

JH Horner, M Newcomb

Index: Horner, John H.; Newcomb, Martin Journal of Organic Chemistry, 2007 , vol. 72, # 5 p. 1609 - 1616

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Citation Number: 5

Abstract

The radical cation formed by mesylate heterolysis from the 1, 1-dimethyl-7, 7-diphenyl-2- mesyloxy-6-heptenyl radical was studied in several solvents. Computational results suggest that the initially formed acyclic radical cation is a resonance hybrid with partial positive charge in both double bonds of 1, 1-diphenyl-7-methyl-1, 6-octadiene (10). Thiophenol trapping was used as the competing reaction for kinetic determinations. The acyclic ...