Application of palladacycles in Heck type reactions

被引:573
作者
Herrmann, WA
Böhm, VPW
Reisinger, CP
机构
[1] Tech Univ Munich, Inst Anorgan Chem, D-85747 Garching, Germany
[2] Bayer AG, Cent Res, D-47812 Krefeld, Germany
关键词
carbenes; catalysis; CC-coupling; CN-coupling; Heck reaction; palladacycles; palladium; phosphines;
D O I
10.1016/S0022-328X(98)01050-X
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
In the last 3 years, there have been tremendous developments in palladium catalytic systems for Heck type reactions. One of the successful approaches towards activation of less reactive substrates like aryl chlorides involves the use of palladacycles 1, 2 and 3 as catalyst precursors. This article describes the principles of these systems with an emphasis on our own work and features the ongoing literature discussion about possible mechanisms involving Pd(0)/Pd(II) or Pd(II)/Pd(IV) catalytic cycles for this class of catalyst. (C) 1999 Elsevier Science S.A. All rights reserved.
引用
收藏
页码:23 / 41
页数:19
相关论文
共 124 条
[81]  
MOL J, 1996, APPL HOMOGENEOUS CAT, P318
[82]   SELECTIVE CARBON-CARBON BOND FORMATION VIA TRANSITION-METAL CATALYSIS .3. HIGHLY SELECTIVE SYNTHESIS OF UNSYMMETRICAL BIARYLS AND DIARYLMETHANES BY NICKEL-CATALYZED OR PALLADIUM-CATALYZED REACTION OF ARYL DERIVATIVES AND BENZYLZINC DERIVATIVES WITH ARYL HALIDES [J].
NEGISHI, E ;
KING, AO ;
OKUKADO, N .
JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (10) :1821-1823
[83]  
Nicolaou K.C., 1996, Classics in Total Synthesis
[85]   Highly active Pd(II) PCP-type catalysts for the Heck reaction [J].
Ohff, M ;
Ohff, A ;
vanderBoom, ME ;
Milstein, D .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (48) :11687-11688
[87]   GENERATION OF TERTIARY PHOSPHINE-COORDINATED PD(0) SPECIES FROM PD(OAC)2 IN THE CATALYTIC HECK REACTION [J].
OZAWA, F ;
KUBO, A ;
HAYASHI, T .
CHEMISTRY LETTERS, 1992, (11) :2177-2180
[88]  
Paul F., 1995, ORGANOMETALLICS, V14, P3030, DOI DOI 10.1021/OM00006A053
[89]  
PINAULT M, 1990, SYNTHESIS-STUTTGART, P975
[90]   Palladium-catalyzed amination of aryl chlorides [J].
Reddy, NP ;
Tanaka, M .
TETRAHEDRON LETTERS, 1997, 38 (27) :4807-4810