Stille coupling reactions catalysed by a polymer supported palladium complex

被引:38
作者
Dell'Anna, MM
Lofù, A
Mastrorilli, P
Mucciante, V
Nobile, CF
机构
[1] Policlin Bari, Dipartimento Ingn Acque & Chim, I-70125 Bari, Italy
[2] CNR, Ctr ICCOM, Sect Bari, I-70125 Bari, Italy
[3] Univ Aquila, Dipartimento Chim & Ingn Chim, I-67040 Laquila, Italy
关键词
Stille reaction; polymer supported catalyst; palladium; C-C bond forming reaction;
D O I
10.1016/j.jorganchem.2005.07.104
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The coupling between aryl iodides and bromides with organostannanes (Stille reaction) has been investigated in the presence of a polymer supported palladium catalyst. The reaction could be performed in air without any activating ligand and with non-dried solvents. The catalyst, which acts by releasing controlled amounts of soluble active species, could be recycled several times in the coupling between Sn(CH3)(4) or "Bu3SnPh with iodoarenes or activated bromoarenes. (c) 2005 Published by Elsevier B.V.
引用
收藏
页码:131 / 137
页数:7
相关论文
共 61 条
[1]   Mechanism of the Stille reaction catalyzed by palladium ligated to arsine ligand:: PhPdl(AsPh3)(DMF) is the species reacting with vinylstannane in DMF [J].
Amatore, C ;
Bahsoun, AA ;
Jutand, A ;
Meyer, G ;
Ntepe, AN ;
Ricard, L .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (14) :4212-4222
[2]  
Amatore C, 2001, CHEM-EUR J, V7, P2134, DOI 10.1002/1521-3765(20010518)7:10<2134::AID-CHEM2134>3.0.CO
[3]  
2-9
[4]  
[Anonymous], 1999, J CHEM EDUC
[5]   The heck reaction as a sharpening stone of palladium catalysis [J].
Beletskaya, IP ;
Cheprakov, AV .
CHEMICAL REVIEWS, 2000, 100 (08) :3009-3066
[6]   Mechanistic studies of SCS-Pd complexes used in Heck catalysis [J].
Bergbreiter, DE ;
Osburn, PL ;
Frels, JD .
ADVANCED SYNTHESIS & CATALYSIS, 2005, 347 (01) :172-184
[7]  
BIFFIS A, 2001, EUR J INORG CHEM, V173, P249
[8]   Supported palladium catalysts for fine chemicals synthesis [J].
Blaser, HU ;
Indolese, A ;
Schnyder, A ;
Steiner, H ;
Studer, M .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2001, 173 (1-2) :3-18
[9]   Solid-phase preparation of dienes [J].
Blaskovich, MA ;
Kahn, M .
JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (04) :1119-1125
[10]   Palladium-catalyzed coupling of functionalized bromoarenes to a polystyrene-bound aryl tributylstannane [J].
Brody, MS ;
Finn, MG .
TETRAHEDRON LETTERS, 1999, 40 (03) :415-418