Canadian journal of chemistry

A photochemical retro-Friedel-Crafts alkylation. Rapid rearrangement of cyclohexadienyl cations

E Macknight, RA McClelland

Index: MacKnight, Earl; McClelland, Robert A. Canadian Journal of Chemistry, 1996 , vol. 74, # 12 p. 2518 - 2527

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Citation Number: 10

Abstract

This paper reports the use of laser flash photolysis (LFP) techniques to show that cyclohexadienyl cations (σ complexes) of the Friedel-Crafts reaction of 1, 3- dimethoxybenzene and the diphenylmethyl cation rearrange on the ns time scale without separating the aromatic compound and the electrophile. This is demonstrated through a study of the photochemical behaviour of 2-diphenylmethyl-1, 3-dimethoxybenzene (4) in 1 ...