Oxidative Coupling Reactions of Grignard Reagents with Nitrous Oxide

被引:48
作者
Kiefer, Gregor [1 ]
Jeanbourquin, Loic [1 ]
Severin, Kay [1 ]
机构
[1] Ecole Polytech Fed Lausanne, Inst Sci & Ingn Chim, CH-1015 Lausanne, Switzerland
基金
瑞士国家科学基金会;
关键词
copper; Grignard reagents; homogeneous catalysis; iron; nitrous oxide; ARYL; ACTIVATION; ALKENES; KETONIZATION; CHEMISTRY; ALCOHOLS; COMPLEX; OXYGEN; ETHER; TEMPO;
D O I
10.1002/anie.201302471
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Catalysis with laughing gas: N2O in combination with transition-metal catalysts allow the oxidative homo- and cross-coupling of Grignard reagents. The reactions can be performed under mild conditions despite the inert character of N2O. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:6302 / 6305
页数:4
相关论文
共 49 条
[11]  
Cahiez G., 2009, ANGEW CHEM, V121, P6859
[12]   Manganese- or iron-catalyzed homocoupling of Grignard reagents using atmospheric oxygen as an oxidant [J].
Cahiez, Gerard ;
Moyeux, Alban ;
Buendia, Julien ;
Duplais, Christophe .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (45) :13788-+
[13]   Manganese-Catalyzed Oxidative Cross-Coupling of Grignard Reagents with Oxygen as an Oxidant [J].
Cahiez, Gerard ;
Duplais, Christophe ;
Buendia, Julien .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (36) :6731-6734
[14]   Phenanthroline Decorated by a Crown Ether as a Module for Metallorganic-Polyoxometalate Hybrid Catalysts: The Wacker Type Oxidation of Alkenes with Nitrous Oxide as Terminal Oxidant [J].
Ettedgui, Jessica ;
Neumann, Ronny .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (01) :4-+
[15]   Relative reactivities of organometallic compounds. XXV. Coupling reaction with halides of group VIII Metals [J].
Gilman, H ;
Lichtenwalter, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1939, 61 :957-959
[16]  
Glaser C., 1869, Chem. Ber, V2, P422, DOI [10.1002/cber.186900201183, DOI 10.1002/CBER.186900201183]
[17]   An antimony(V) substituted Keggin heteropolyacid, H4PSbMo11O40: Why is its catalytic activity in oxidation reactions so different from that of H4PVMo11O40? [J].
Goldberg, Hila ;
Kumar, Devesh ;
Sastry, G. Narahari ;
Leitus, Gregory ;
Neumann, Ronny .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2012, 356 :152-157
[18]   Selective nitrous oxide oxidation for C-H oxidation and aromatization of 9,10-dihydroanthracene derivatives [J].
Hashimoto, K ;
Tanaka, H ;
Ikeno, T ;
Yamada, T .
CHEMISTRY LETTERS, 2002, (06) :582-583
[19]  
Hashimoto K, 2001, CHEM LETT, P922
[20]   Aryl-aryl bond formation one century after the discovery of the Ullmann reaction [J].
Hassan, J ;
Sévignon, M ;
Gozzi, C ;
Schulz, E ;
Lemaire, M .
CHEMICAL REVIEWS, 2002, 102 (05) :1359-1469