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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%. 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.