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Reactivity of biologically important reduced pyridines. VIII. A semiempirical (AM1) study of the oxidation of 3-substituted-1-methyl-1,4-dihydropyridines

✍ Scribed by Marcus E. Brewster; Ming-Ju Huang; James J. Kaminski; Emil Pop; Nicholas Bodor

Publisher: John Wiley and Sons
Year: 1991
Tongue: English
Weight: 438 KB
Volume: 12
Category: Article
ISSN: 0192-8651
DOI: 10.1002/jcc.540121017

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✦ Synopsis

Abstract

Significant linear correlations were observed between AM1‐derived adiabatic, but not vertical, ionization potentials and the log of ferricyanide‐mediated oxidation of 3‐substituted‐1‐methyl‐1,4‐dihydropyridines. This result is consistent with a rate‐determining electron loss in the reaction sequence and suggests molecular relaxation subsequent to the initial electron transfer. In addition, useful relationships were generated between oxidation rate and absolute electronegativity, a parameter derived from hard‐soft acid‐base theory.

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