Group electrophilicity as a model of nucleofugality in nucleophilic substitution reactions

Campodonico, PR; Aizman A.; Contreras R.

Abstract

We propose and test an empirical nucleofugality index to rank the leaving group ability of a series of molecular fragments present in nucleophilic substitution reactions of carbonyl and thiocarbonyl derivatives. The nucleofugality index is defined as the group electrophilicity of the leaving group embedded in the substrate that undergoes the nucleophilic attack. The reliability and usefulness of this new reactivity index is tested against experimental kinetic data. © 2006 Elsevier B.V. All rights reserved.

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Título según WOS: Group electrophilicity as a model of nucleofugality in nucleophilic substitution reactions
Título según SCOPUS: Group electrophilicity as a model of nucleofugality in nucleophilic substitution reactions
Título de la Revista: CHEMICAL PHYSICS LETTERS
Volumen: 422
Número: 04-jun
Editorial: Elsevier
Fecha de publicación: 2006
Página de inicio: 340
Página final: 344
Idioma: English
URL: http://linkinghub.elsevier.com/retrieve/pii/S0009261406002806
DOI:

10.1016/j.cplett.2006.02.083

Notas: ISI, SCOPUS