Catalytic oxidation of hindered phenols by a copper(I) complex and dioxygen

被引:47
作者
Gupta, R [1 ]
Mukherjee, R [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Kanpur 208016, Uttar Pradesh, India
关键词
m-xylyl-based dinucleating ligand; binuclear copper complexes; phenol oxidation;
D O I
10.1016/S0040-4039(00)01326-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The dioxygen reaction product of a binuclear copper(I) complex of a new m-xylyl-based ligand has proven to be a catalyst in the promotion of oxidative carbon-carbon coupling of hindered phenols, which leads to bisphenol and diphenoquinones. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:7763 / 7767
页数:5
相关论文
共 16 条
[1]   Aromatic hydroxylation in a new tyrosinase model system and formation of a novel bis(mu-hydroxo)dicopper(II) complex due to an unprecedented ligand coupling reaction [J].
Ghosh, D ;
Lal, TK ;
Ghosh, S ;
Mukherjee, R .
CHEMICAL COMMUNICATIONS, 1996, (01) :13-14
[2]   Modeling tyrosinase monooxygenase activity. Spectroscopic and magnetic investigations of products due to reactions between copper(I) complexes of xylyl-based dinucleating ligands and dioxygen: Aromatic ring hydroxylation and irreversible oxidation products [J].
Ghosh, D ;
Mukherjee, R .
INORGANIC CHEMISTRY, 1998, 37 (26) :6597-6605
[3]   A new tyrosinase model system: formation of a phenoxy- and hydroxy-bridged copper(II) complex with partial hydrolysis of a tetraaza macrocyclic Schiff base ligand [J].
Gupta, R ;
Mukherjee, R .
INORGANICA CHIMICA ACTA, 1997, 263 (1-2) :133-137
[4]  
Karlin K D, 1994, Adv Inorg Biochem, V9, P123
[5]   DIOXYGEN COPPER REACTIVITY - INTERMEDIACY OF A PEROXO DICOPPER(II) (DIOXYGEN COPPER) COMPLEX IN THE HYDROXYLATION REACTION OF A MODEL MONOOXYGENASE SYSTEM [J].
KARLIN, KD ;
CRUSE, RW ;
HAKA, MS ;
GULTNEH, Y ;
COHEN, BI .
INORGANICA CHIMICA ACTA-BIOINORGANIC CHEMISTRY, 1986, 125 (04) :L43-L44
[6]   COPPER-DIOXYGEN COMPLEXES - INORGANIC AND BIOINORGANIC PERSPECTIVES [J].
KITAJIMA, N ;
MOROOKA, Y .
CHEMICAL REVIEWS, 1994, 94 (03) :737-757
[7]   REACTION ASPECTS OF A MU-PEROXO BINUCLEAR COPPER(II) COMPLEX [J].
KITAJIMA, N ;
KODA, T ;
IWATA, Y ;
MOROOKA, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (24) :8833-8839
[8]   Binucleating ligand structural effects on (μ-peroxo)- and bis(μ-oxo)dicopper complex formation and decay:: Competition between arene hydroxylation and aliphatic C-H bond activation [J].
Mahapatra, S ;
Kaderli, S ;
Llobet, A ;
Neuhold, YM ;
Palanche, T ;
Halfen, JA ;
Young, VG ;
Kaden, TA ;
Que, L ;
Zuberbuhler, AD ;
Tolman, WB .
INORGANIC CHEMISTRY, 1997, 36 (27) :6343-6356
[9]   MUSHROOM TYROSINASE CATALYZED COUPLING OF HINDERED PHENOLS - A NOVEL-APPROACH FOR THE SYNTHESIS OF DIPHENOQUINONES AND BISPHENOLS [J].
PANDEY, G ;
MURALIKRISHNA, C ;
BHALERAO, UT .
TETRAHEDRON LETTERS, 1990, 31 (26) :3771-3774
[10]   REACTIVITY PATTERNS AND COMPARISONS IN 3 CLASSES OF SYNTHETIC COPPER DIOXYGEN (CU2-O2) COMPLEXES - IMPLICATION FOR STRUCTURE AND BIOLOGICAL RELEVANCE [J].
PAUL, PP ;
TYEKLAR, Z ;
JACOBSON, RR ;
KARLIN, KD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (14) :5322-5332