Open AccessModeling of Solvolysis Reaction Mechanism for Cation-Olefin Cyclizations
Author(s) -
Guillaume Bollot,
Céline C. J. Fouillet,
Jiri Mareda
Publication year - 2005
Publication title -
chimia
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.387
H-Index - 55
eISSN - 2673-2424
pISSN - 0009-4293
DOI - 10.2533/000942905777676740
Subject(s) - solvolysis , olefin fiber , cyclopropane , chemistry , cationic polymerization , protonation , potential energy surface , computational chemistry , mechanism (biology) , organic chemistry , molecule , ion , ring (chemistry) , physics , hydrolysis , catalysis , quantum mechanics
We report on a computational study of cation-olefin cyclization mechanism under solvolytic conditions. The combined explicit-continuum solvent model aimed at providing a complete estimate of media effects is used to investigate the nature, stability, and conformational behavior of cationic species involved in the reaction. The comparison between the explicit-continuum and leaving group models is also provided. Our study of reactionpath ways shows that protonated cyclopropane is the key intermediate on the potential energy surface of cation-olefin cyclizations