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Structures, stabilities, and energies of isomerization of α-cyano and α-isocyano carbanions

✍ Scribed by J. B. Moffat

Publisher
John Wiley and Sons
Year
1982
Tongue
English
Weight
383 KB
Volume
22
Category
Article
ISSN
0020-7608

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✦ Synopsis

Abstract

Ab initio STO‐3__G__ calculations show that α‐cyano‐ and α‐isocyano‐substitution on carbanions produce a significant approximately equal stabilization of these charged species. Evidence is presented which suggests that the mechanism of such stabilization is qualitatively different for the cyano and isocyano substituents. The former appears to act through an electron delocalization process while the latter may operate by an inductive effect.

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