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Bimolecular nucleophilic substitution at a resonance‐stabilized carbenium ion: Elevated value of cross‐interaction constant, imbalanced transition state and the non‐interactive phenomenon
Author(s) -
Lee Ikchoon
Publication year - 1994
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.610070810
Subject(s) - chemistry , nucleophilic substitution , resonance (particle physics) , ion , carbenium ion , computational chemistry , substitution (logic) , nucleophile , reaction rate constant , constant (computer programming) , chemical physics , photochemistry , atomic physics , organic chemistry , catalysis , kinetics , quantum mechanics , physics , computer science , programming language
A characteristic feature in the bimolecular nucleophilic substitution reactions at a resonance‐stabilized carbenium ion has been shown to be an imbalanced transition state resulting in an elevated value of the cross‐interaction constant, which in turn leads to a non‐interactive phenomenon. Examples of the reactions of ring‐substituted phenylethyl and benzhydryl cations are given.