Palladium-tetraphosphine complex: an efficient catalyst for the coupling of aryl halides with alkynes

被引：74

作者：

Feuerstein, M ^{[1
]}

Berthiol, F ^{[1
]}

Doucet, H ^{[1
]}

Santelli, M ^{[1
]}

机构：

[1] Fac Sci & Tech St Jerome, Synth Organ Lab, Associe CNRS, F-13397 Marseille 20, France

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2003年 / 1卷 / 13期

关键词：

D O I：

10.1039/b306428j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The cis, cis, cis-1,2,3,4-tetrakis(diphenylphosphinomethyl)cyclopentane -[PdCl(eta(3)-C3H5)](2) system catalyses the coupling of aryl halides with alkynes with very high ratios of substrates - catalyst in good yields; a turnover number of 2600000 can be obtained for the reaction of 4-trifluoromethylbromobenzene with phenylacetylene in the presence of this catalyst.

引用

页码：2235 / 2237

页数：3

共 30 条

[1] Weakly ligated palladium complexes PdCl2(RCN)2 in piperidine:: versatile catalysts for Sonogashira reaction of vinyl chlorides at room temperature
Alami, M
Crousse, B
Ferri, F
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2001, 624 (1-2) : 114 - 123
[2] AN EFFICIENT PALLADIUM-CATALYZED REACTION OF VINYL AND ARYL HALIDES OR TRIFLATES WITH TERMINAL ALKYNES
ALAMI, M
FERRI, F
LINSTRUMELLE, G
[J]. TETRAHEDRON LETTERS, 1993, 34 (40) : 6403 - 6406
[3] A copper- and amine-free Sonogashira-type coupling procedure catalyzed by oxime palladacycles
Alonso, DA
Nájera, C
Pacheco, MC
[J]. TETRAHEDRON LETTERS, 2002, 43 (51) : 9365 - 9368
[4] Carbamoyl-substituted N-heterocyclic carbene complexes of palladium(II):: Application to Sonogashira cross-coupling reactions
Batey, RA
Shen, M
Lough, AJ
[J]. ORGANIC LETTERS, 2002, 4 (09) : 1411 - 1414
[5] Böhm VPW, 2000, EUR J ORG CHEM, V2000, P3679, DOI 10.1002/1099-0690(200011)2000:22<3679::AID-EJOC3679>3.0.CO
[6] 2-X
[7] Brandsma L., 1998, APPL TRANSITION META
[8] Bis(pyrimidine)-based palladium catalysts: synthesis, X-ray structure and applications in Heck-, Suzuki-, Sonogashira-Hagihara couplings and amination reactions
Buchmeiser, MR
Schareina, T
Kempe, R
Wurst, K
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2001, 634 (01) : 39 - 46
[9] Catalytic coupling of terminal acetylenes with iodoarenes and diaryliodonium salts in water
Bumagin, NA
Sukhomlinova, LI
Luzikova, EV
Tolstaya, TP
Beletskaya, IP
[J]. TETRAHEDRON LETTERS, 1996, 37 (06) : 897 - 900
[10] SYNTHESIS OF ARYL-SUBSTITUTED AND VINYL-SUBSTITUTED ACETYLENE DERIVATIVES BY USE OF NICKEL AND PALLADIUM COMPLEXES
CASSAR, L
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1975, 93 (02) : 253 - 257

← 1 2 3 →