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 |
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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. |
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作者姓名: | 李俊霞 王建革 黄唯平 |
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作者单位: | College of Chemistry and Chemical Engineering;Luoyang Normal University;Luoyang;College of Chemistry;Nankai University; |
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基金项目: | supported by the 973 Program (2005CB623607); the National Natural Science Foundation of China (No.20771061); the scientific program 2008BAE64B09 |
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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.
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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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