Simple, Stable, and Easily Accessible Well-Defined CuCF3 Aromatic Trifluoromethylating Agents

被引：235

作者：

Tomashenko, Olesya A. ^{[1
]}

Escudero-Adan, Eduardo C. ^{[1
]}

Martinez Belmonte, Marta ^{[1
]}

Grushin, Vladimir V. ^{[1
]}

机构：

[1] Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 33期

关键词：

copper; fluorine; haloarenes; aromatic trifluoromethylation; organometallic compounds; COMPLEXES; COPPER; FLUXIONALITY; ALKOXOCOPPER; REACTIVITY; CHEMISTRY; PALLADIUM;

D O I：

10.1002/anie.201101577

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Give me an F: Exceptionally easy to make in over 90 yield (see scheme) and air-stable in the solid state, [(Ph 3P) 3Cu(CF 3)] is a remarkable example of a rarely encountered well-defined Cu(I) trifluoromethylating agent and a convenient starting material for the synthesis of other CuCF 3 complexes, such as [(phen)Cu(PPh 3)(CF 3)]. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：7655 / 7659

页数：5

共 38 条

[1]

[Anonymous], ADV FLUORINE CHEM

[2] Aryl-CF3 Bond-Forming Reductive Elimination from Palladium(IV) [J].

Ball, Nicholas D. ;

Kampf, Jeff W. ;

Sanford, Melanie S. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (09) :2878-+

[3] FLUORINATED ORGANOMETALLICS - PERFLUOROALKYL AND FUNCTIONALIZED PERFLUOROALKYL ORGANOMETALLIC REAGENTS IN ORGANIC-SYNTHESIS [J].

BURTON, DJ ;

YANG, ZY .

TETRAHEDRON, 1992, 48 (02) :189-275

[4]

Burton DJ, 1997, TOP CURR CHEM, V193, P45

[5] The Palladium-Catalyzed Trifluoromethylation of Aryl Chlorides [J].

Cho, Eun Jin ;

Senecal, Todd D. ;

Kinzel, Tom ;

Zhang, Yong ;

Watson, Donald A. ;

Buchwald, Stephen L. .

SCIENCE, 2010, 328 (5986) :1679-1681

[6]

Clark J.H., 1996, AROMATIC FLUORINATIO

[7] CHARACTERIZATION AND STRUCTURE OF SOME 4-COORDINATE METHYLCOPPER(I) COMPOUNDS [J].

COAN, PS ;

FOLTING, K ;

HUFFMAN, JC ;

CAULTON, KG .

ORGANOMETALLICS, 1989, 8 (11) :2724-2728

[8] Active trifluoromethylating agents from well-defined copper(I)-CF3 complexes [J].

Dubinina, Galyna G. ;

Furutachi, Hideki ;

Vicic, David A. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (27) :8600-+

[9] Structure of Bis(trifluoromethyl)cuprate and Its Role in Trifluoromethylation Reactions [J].

Dubinina, Galyna G. ;

Ogikubo, Junichi ;

Vicic, David A. .

ORGANOMETALLICS, 2008, 27 (23) :6233-6235

[10] Fluxionality of [(Ph3P)3M(X)] (M = Rh, Ir). The Red and Orange Forms of [(Ph3P)3Ir(Cl)]. Which Phosphine Dissociates Faster from Wilkinson's Catalyst? [J].

Goodman, Jenni ;

Grushin, Vladimir V. ;

Larichev, Roman B. ;

Macgregor, Stuart A. ;

Marshall, William J. ;

Roe, D. Christopher .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (34) :12013-12026

← 1 2 3 4 →