Insights into the mechanism of the Negishi reaction:: ZnRX versus ZnR2 reagents

被引:84
作者
Casares, Juan A. [1 ]
Espinet, Pablo [1 ]
Fuentes, Beatriz [1 ]
Salas, Gorka [1 ]
机构
[1] Univ Valladolid, Fac Ciencias, E-47071 Valladolid, Spain
关键词
D O I
10.1021/ja070235b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The observation that their transmetalations with trans-[PdRfCl(PPh3)(2)] (Rf = fluoroaryl) give stereoselectively a different isomer of [PdRfMe(PPh3)(2)] suggests that Negishi reactions with ZnRX or ZnR2 could show very different evolutions.
引用
收藏
页码:3508 / +
页数:3
相关论文
共 22 条
[1]  
[Anonymous], METAL CATALYZED CROS
[2]   On the configuration resulting from oxidative addition of RX to Pd(PPh3)4 and the mechanism of the cis-to-trans isomerization of [PdRX(PPh3)2] complexes (R equals aryl, X equals halide) [J].
Casado, AL ;
Espinet, P .
ORGANOMETALLICS, 1998, 17 (05) :954-959
[3]   Snapshots of a Stille reaction [J].
Casado, AL ;
Espinet, P ;
Gallego, AM ;
Martínez-Ilarduya, JM .
CHEMICAL COMMUNICATIONS, 2001, (04) :339-340
[4]   Mechanism of the Stille reaction.: 1.: The transmetalation step.: Coupling of R1I and R2SnBu3 catalyzed by trans-[PdR1IL2] (R1 = C6Cl2F3; R2 = vinyl, 4-methoxyphenyl; L = AsPh3) [J].
Casado, AL ;
Espinet, P .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (35) :8978-8985
[5]   Mechanism of the stille reaction. 2. Couplings of aryl triflates with vinyltributyltin. Observation of intermediates. A more comprehensive scheme [J].
Casado, AL ;
Espinet, P ;
Gallego, AM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (48) :11771-11782
[6]  
Casares JA, 2002, CHEM-EUR J, V8, P4843, DOI 10.1002/1521-3765(20021104)8:21<4843::AID-CHEM4843>3.0.CO
[7]  
2-I
[8]  
CASARES JA, 2001, CHEM-EUR J, P339
[9]   The mechanisms of the Stille reaction [J].
Espinet, P ;
Echavarren, AM .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (36) :4704-4734
[10]   Carbon-heteroatom bond-forming reductive eliminations of amines, ethers, and sulfides [J].
Hartwig, JF .
ACCOUNTS OF CHEMICAL RESEARCH, 1998, 31 (12) :852-860