A study on the mechanism of reaction between BNAH and chloranil:Evidence for electron transfer  

作　　者：GAO,Zhong-Li ZHANG,Min-Bao LIU,You-Cheng National Laboratory of Applied Organic Chemistry,Lanzhou University,Lanzhou 730000 

出　　处：《Chinese Journal of Chemistry》1992年第2期150-154,共0页中国化学（英文版）

摘　　要：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.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.

关 键 词：BNA A study on the mechanism of reaction between BNAH and chloranil 

分 类 号：O6[理学—化学]