Selective oxidative para C-C dimerization of 2,6-dimethylphenol

被引：34

作者：

Boldron, C

Aromí, G

Challa, G

Gamez, P

Reedijk, J ^{[1
]}

机构：

[1] Leiden Univ, Gorlaeus Labs, Leiden Inst Chem, NL-2300 RA Leiden, Netherlands

[2] Univ Barcelona, Dept Quim Inorgan, E-08028 Barcelona, Spain

来源：

CHEMICAL COMMUNICATIONS | 2005年 / 46期

关键词：

D O I：

10.1039/b510378a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Mechanistic investigations on the oxidative coupling of 2,6-dimethylphenol have led to the development of a selective and efficient procedure to prepare 3,5,3',5'-tetramethyl-biphenyl-4,4'-diol, via a C-C coupling, mediated by a hypervalent form of iodine, i.e. (diacetoxyiodo) benzene and for which a mechanism is proposed.

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收藏

页码：5808 / 5810

页数：3

相关论文

共 22 条

[1] QUINONE DEHYDROGENATION .I. OXIDATION OF MONOHYDRIC PHENOLS [J].

BECKER, HD .

JOURNAL OF ORGANIC CHEMISTRY, 1965, 30 (04) :982-&

[2] Copper-mediated selective oxidation of a C-H bond [J].

Boldron, C ;

Gamez, P ;

Tooke, DM ;

Spek, AL ;

Reedijk, J .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (23) :3585-3587

[3] OXIDATIVE COUPLING OF PHENOLS [J].

DEWAR, MJS ;

NAKAYA, T .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (25) :7134-&

[4] The synthesis of head-to-tail (H-T) dimers of 3-substituted thiophenes by the hypervalent iodine(III)-induced oxidative biaryl coupling reaction [J].

Dohi, T ;

Morimoto, K ;

Kiyono, Y ;

Maruyama, A ;

Tohma, H ;

Kita, Y .

CHEMICAL COMMUNICATIONS, 2005, (23) :2930-2932

[5]

Gamez P, 2002, ADV SYNTH CATAL, V344, P890, DOI 10.1002/1615-4169(200209)344:8<890::AID-ADSC890>3.0.CO

[6]

2-5

[7]

GEN ELECT, 2003, Patent No. 2003198892

[8]

Haitko D. A., 1984, U.S. Patent, Patent No. [4,471,068, 4471068]

[9] Poly(phenylene oxide)s and poly(arylene ether)s derived from 2,6-diarylphenols [J].

Hay, AS .

PROGRESS IN POLYMER SCIENCE, 1999, 24 (01) :45-80

[10]

Hay AS, 1998, J POLYM SCI POL CHEM, V36, P505, DOI 10.1002/(SICI)1099-0518(199803)36:4<505::AID-POLA1>3.3.CO