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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
引用本文:李俊霞,王建革,黄唯平.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[J].结构化学,2011,30(10):1469-1476.
作者姓名:李俊霞  王建革  黄唯平
作者单位:College of Chemistry and Chemical Engineering;Luoyang Normal University;Luoyang;College of Chemistry;Nankai University;
基金项目: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.

关 键 词:二叔丁基  二甲氧基  晶体结构  二羟基  氯化铜  催化剂  氧化剂  光谱性质
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