Kinetics and mechanism of addition and cyclialkylation reactions of ω-arylakenes with trifluoroacetic acid

Abstract

The rate constants for the reactions with trifluoroacetic acid of oct-1-ene, 4-phenylbut-1-ene, 5-phenylpent-1-ene and four ring-substituted derivatives, and 6-phenylhex-1-ene have been measured at 25°. The products are trifluoroacetate esters, the formation of some which involves rearrangement, and in some cases tetralines. There is evidence for anchimeric assistance in the reaction of 5-phenylpent-1-ene, and its nature is discussed in the light of the results for its derivatives.