Oxidation of 2,2'-Dihydroxy-3,3'-di-tert-buty-5,5'-dimethoxyl-biphenyl to 3,3'-Di-tert-butylbiphenyl-2,5,2',5'-diquinone with Copper(Ⅱ)Chloride as Catalyst:Synthesis,Structure and Spectral Properties of Diquinone  

作　　者：李俊霞 王建革 黄唯平 

机构地区：[1]College of Chemistry and Chemical Engineering,Luoyang Normal University,Luoyang [2]College of Chemistry,Nankai University

出　　处：《Chinese Journal of Structural Chemistry》2011年第10期1469-1476,共8页结构化学（英文）

基　　金：supported by the 973 Program (2005CB623607);the National Natural Science Foundation of China (No.20771061);the scientific program 2008BAE64B09

摘　　要：Use of free air as oxidant and copper（II）chloride as catalyst,3,3＇-di-tert-butylbi-phenyl-2,5,2＇,5＇-diquinone（BBDQ）was prepared via catalytic oxidation of 2,2＇-dihydroxy-3,3＇-di-tert-butyl-5,5＇-dimethoxy-biphenyl（di-BHA）.The yield of reaction attained 95% and the selectivity for BBDQ was 100%.The single-crystal X-ray diffraction analysis reveals that the dihedral angle between two rings（benzene rings for di-BHA and quinone rings for BBDQ）changes from 89.8 to 45.3o,indicating the steric hindrance effects of methyl disappear in the oxidation process.The crystal structures of di-BHA and BBDQ are further confirmed by their spectral characterizations.The probable mechanism for this oxidation process is also discussed.Use of free air as oxidant and copper（II）chloride as catalyst,3,3＇-di-tert-butylbi-phenyl-2,5,2＇,5＇-diquinone（BBDQ）was prepared via catalytic oxidation of 2,2＇-dihydroxy-3,3＇-di-tert-butyl-5,5＇-dimethoxy-biphenyl（di-BHA）.The yield of reaction attained 95% and the selectivity for BBDQ was 100%.The single-crystal X-ray diffraction analysis reveals that the dihedral angle between two rings（benzene rings for di-BHA and quinone rings for BBDQ）changes from 89.8 to 45.3o,indicating the steric hindrance effects of methyl disappear in the oxidation process.The crystal structures of di-BHA and BBDQ are further confirmed by their spectral characterizations.The probable mechanism for this oxidation process is also discussed.

关 键 词：catalytic oxidation 3 3＇-di-tert-butylbiphenyl-2 5 2＇ 5＇-diquinone 2 2＇-dihydroxy-3 3＇-di-tert-butyl-5 5＇-dimethoxybiphenyl copper（II）chloride 

分 类 号：O643.32[理学—物理化学]