The reaction between chloranil and N-benzyldihydronicotinamide(BNAH)in borate buffer/DMF was investigated.The reaction mixture gave a strong esr signal,which is consistent with that of chloranil anion radical,and tetr...The reaction between chloranil and N-benzyldihydronicotinamide(BNAH)in borate buffer/DMF was investigated.The reaction mixture gave a strong esr signal,which is consistent with that of chloranil anion radical,and tetrachlorohydrophenol(QH_2)and N-benzylnicotinamide (BNA^+)were obtained as the sole products.When the reaction was run in benzene solution,a green coloured charge-transfer complex between the reactants could be isolated,which decomposed in polar solvents to give BNA-+ and QH_2.Based on kinetic studies by esr spectroscopy by the stopped-flow technique,a two-step electron-transfer mechanism for the reactionis proposed in contrast to the hydride-transfer mechanism reported in the literature.展开更多
文摘The reaction between chloranil and N-benzyldihydronicotinamide(BNAH)in borate buffer/DMF was investigated.The reaction mixture gave a strong esr signal,which is consistent with that of chloranil anion radical,and tetrachlorohydrophenol(QH_2)and N-benzylnicotinamide (BNA^+)were obtained as the sole products.When the reaction was run in benzene solution,a green coloured charge-transfer complex between the reactants could be isolated,which decomposed in polar solvents to give BNA-+ and QH_2.Based on kinetic studies by esr spectroscopy by the stopped-flow technique,a two-step electron-transfer mechanism for the reactionis proposed in contrast to the hydride-transfer mechanism reported in the literature.
