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A mechanistic dichotomy in concerted versus stepwise pathways in hydride and hydrogen transfer reactions of NADH analogues
Author(s) -
Yuasa Junpei,
Fukuzumi Shunichi
Publication year - 2008
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.1367
Subject(s) - chemistry , hydride , reactivity (psychology) , electron transfer , stepwise reaction , hydrogen , proton , photochemistry , stereochemistry , computational chemistry , kinetics , organic chemistry , reaction rate constant , order of reaction , medicine , physics , alternative medicine , pathology , quantum mechanics
A mechanistic dichotomy of one‐step versus stepwise pathways in hydride and hydrogen transfer reactions of NADH analogues is discussed including the relation between two pathways: a continuous change versus a discontinuous change of the mechanism. Examples of stepwise electron–proton–electron transfer through a charge transfer (CT) complex in hydride transfer from NADH analogues to hydride acceptors are presented including the detection and the reactivity of the intermediate, that is, radical cations of NADH analogues. The relation between stepwise versus one‐step mechanisms of hydride and hydrogen transfer reaction of NADH analogues is also clarified by showing examples of the change of the mechanism including the borderline. Copyright © 2008 John Wiley & Sons, Ltd.