1-Benzyl-1, 4-dihydronicotinamide as a reagent for replacing aliphatic nitro groups by hydrogen. An electron-transfer chain reaction

N Ono, R Tamura, A Kaji

Index: Ono; Tamura; Kaji Journal of the American Chemical Society, 1983 , vol. 105, # 12 p. 4017 - 4022

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Citation Number: 84

Abstract

Abstract: The reaction of a-nitro nitriles, a-nitro esters, and a-nitro ketones with l-benzyl-l, 4- dihydronicotinamide (BNAH) can occur with selective replacement of the nitro group by hydrogen without affecting other functional groups. Evidence is presented to support the claim that the reaction proceeds via an electron-transfer chain mechanism in which radical anions and free radicals are intermediates.