Collect. Czech. Chem. Commun. 1982, 47, 570-575
https://doi.org/10.1135/cccc19820570

Study of the transition states in the hydroxythallation of alkenes

Milan Strašák and Jaroslav Majer

Department of Analytical Chemistry, Faculty of Pharmacy, Comenius University, 880 34 Bratislava

Abstract

The properties of the transition states in the hydroxythallation of alkenes are characterized by means of two mechanistic methods, viz. the structure-reactivity profile method and the internal comparison method. In the case of RCH=CH2 and R1R2C=CH2 alkenes the transition state species is supposed to be a cyclic activated complex possessing a high positive charge localized at the multiply substituted carbon atom, whereas in the case of hydroxythallation of branched internal alkenes an acyclic transition state approaching in nature a carbonium ion is assumed.