Substituent and steric effects of flavin models in the reactions of N-benzyl-1,4-dihydronicotinamide, butane-1,4-dithiol, phenylhydrazine, and nitroethane

Abstract

Reactivities of 3-methyl-10-phenyl-8-substituted-, 3-methyl-10-(p-substituted phenyl)-, and 3,6-dimethyl-10-phenylisoalloxazines have been kinetically investigated for oxidations of N-benzyl-1,4-dihydronicotinamide, HS(CH₂)₄SH, PhNHNH₂, and EtNO₂ in EtOH containing diazabicycloundecene as a base or in aqueous solution under anaerobic conditions. Substituent effects and the steric hindrance of the 6-methyl group are discussed in connection with the reaction mechanisms.