Nucleophilic substitution at sulfonyl sulfur atom: Aminolysis of 1-tosyl-3-methyl imidazolium chloride in aqueous medium. |
| |
| Authors: | Pierre Monjoint Marie-Françoise Ruasse |
| |
| Affiliation: | 1. Institut de Topologie et de Dynamique des Systm?es de l''université Paris VII, associé au C.N.R.S., 1, rue Guy de la Brosse, 75005 Paris - France.;2. Laboratoire de Chimie Organique Biologique de l''Université Paris XI, 91405 Orsay - France. |
| |
| Abstract: | Kinetics of the reaction of 1-tosyl-3-methyl-imidazolium chloride with various amines were measured to examine the nature of sulfonyl transfer in enzymatic reactions. The activation parameters and the value of the brønsted exponent, β = 0.48, are consistent with a small degree of bonding between the entering amine and the sulfur atom in the transition state. Similarities in the nucleophilic behavior of sulfonyl and carbonyl groups are detected. |
| |
| Keywords: | |
| 本文献已被 ScienceDirect 等数据库收录！ |
