Quinonediimine-Induced Oxidative Coupling of Organomagnesium Reagents

被引：14

作者：

Amaya, Toru ^{[1
]}

Suzuki, Riyo ^{[1
]}

Hirao, Toshikazu ^{[1
]}

机构：

[1] Osaka Univ, Grad Sch Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2014年 / 20卷 / 03期

关键词：

C-C coupling; electron transfer; Grignard reaction; oxidation; redox chemistry; METAL CATALYTIC-SYSTEM; ARYL GRIGNARD-REAGENTS; DEHYDROGENATIVE OXIDATION; ORGANOMETALLIC COMPOUNDS; ELECTRON-TRANSFER; REDOX; POLYANILINES; MAGNESIUM; RADICALS; EXCHANGE;

D O I：

10.1002/chem.201301993

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

N,N-Diphenyl-p-benzoquinonediimine, a redox-active unit of polyaniline, efficiently induced the oxidative homocoupling of various aryl- and vinylmagnesium reagents in suppressing the side reactions, such as 1,2- or 1,4-addition reaction.

引用

页码：653 / 656

页数：4

共 31 条

[21] MacDiarmid AG, 2001, ANGEW CHEM INT EDIT, V40, P2581, DOI 10.1002/1521-3773(20010716)40:14<2581::AID-ANIE2581>3.0.CO
[22] 2-2
[23] Oxidative Homocoupling of Aryl, Alkenyl, and Alkynyl Grignard Reagents with TEMPO and Dioxygen
Maji, Modhu Sudan
Pfeifer, Thorben
Studer, Armindo
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (49) : 9547 - 9550
[24] THALLIM IN ORGANIC SYNTHESIS .17. PREPARATION OF BIARYLS FROM ARYLMAGNESIUM BROMIDES AND THALLIM(I) BROMIDE
MCKILLOP, A
ELSOM, LF
TAYLOR, EC
[J]. TETRAHEDRON, 1970, 26 (16) : 4041 - &
[25] Design and Redox Function of Conjugated Complexes with Polyanilines or Quinonediimines
Moriuchi, Toshiyuki
Hirao, Toshikazu
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 2012, 45 (03) : 347 - 360
[26] New homo-coupling reaction of alkyl, aryl, vinyl, and allyl grignard reagents using trifluoromethanesulfonic anhydride
Nishiyama, T
Seshita, T
Shodai, H
Aoki, K
Kameyama, H
Komura, K
[J]. CHEMISTRY LETTERS, 1996, (07) : 549 - 550
[27] Grignard reagents in ionic solvents: electron transfer reactions and evidence for facile Br-Mg exchange
Ramnial, Taramatee
Taylor, Stephanie A.
Clyburne, Jason A. C.
Walsby, Charles J.
[J]. CHEMICAL COMMUNICATIONS, 2007, (20) : 2066 - 2068
[28] Richey H.G., 2000, GRIGNARD REAGENTS NE
[29] A NEW METHOD FOR ALKYLATION OF KETONES AND ALDEHYDES - C-ALKYLATION OF MAGNESIUM SALTS OF N-SUBSTITUTED IMINES
STORK, G
DOWD, SR
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (14) : 2178 - &
[30] The reactions of some inorganic vanadium compounds with phenylmagnesium bromide
Vernon, CC
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1931, 53 : 3831 - 3834

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