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A valence and charge criterion for reactivity of π electron systems
Author(s) -
Jug Karl,
Köster Andreas M.
Publication year - 1990
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.610030908
Subject(s) - chemistry , electrophile , reactivity (psychology) , nucleophile , valence (chemistry) , computational chemistry , valence electron , electron , organic chemistry , quantum mechanics , medicine , physics , alternative medicine , pathology , catalysis
A new criterion for the reactivity of π electron systems is proposed. The method incorporates and modifies ideas of Coulson and Fukui et al. about free valence. The proposed reactivity index includes covalent and lonic components and is suitable for elctrophilic, radical and nucleophillic attack. The method is tested for a few simple π systems and differences from Coulson and Fukui et al. are discussed. Finally, it is applied to the electrophilic attack of a series of substituted benzenes and to nucleophilic attack of a series of subsituted benzoic acid esters.

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