Mechanism of electron transfer oxidation of 4-substituted 1-benzyl-1,4-dihydronicotinamides

Naoki Takada, Shinohu Itoh, Shunichi Fukuzumi

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Electron transfer oxidation of variously 4-substituted 1-benzyl-1,4-dihydronicotinamides (RBNAH) by [Fe(phen)3]3+ (phen = 1,10-phenanthroline) results in formation of RBNAH•+, followed by cleavage of the C(4)-H or C(4)-C bond of RBNAH•+ depending on the substituent R. In particular, the C(4)-C bond cleavage of t-BuBNAH•+ yields exclusively BNA+ and tert-butyl radical (t-Bu) which is detected by applying a rapid mixing flow electron spin resonance (ESR) technique.

Original languageEnglish
Pages (from-to)1103-1104
Number of pages2
JournalChemistry Letters
Issue number12
StatePublished - 1996


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