Synthesis of a New Biphenyl Diphosphine Ligand and Its Pd-Catalyzed Suzuki-Miyaura Reaction

被引：0

作者：

Peng, Zonghai ^{[1
]}

Ma, Menglin ^{[2
]}

Fu, Haiyan ^{[1
]}

Chen, Hua ^{[1
]}

机构：

[1] Sichuan Univ, Fac Chem, Inst Homogeneous Catalysis, Key Lab Green Chem & Technol,Minist Educ, Chengdu 610064, Peoples R China

[2] Xihua Univ, Dept Chem, Chengdu 611930, Peoples R China

来源：

CHINESE JOURNAL OF ORGANIC CHEMISTRY | 2010年 / 30卷 / 10期

关键词：

Suzuki-Miyaura cross-coupling; diphosphine; aryl halide; synthesis; CROSS-COUPLING REACTIONS; ARYL CHLORIDES; PHOSPHANE LIGANDS; COMPLEXES;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new diphosphine, 6,6'-dimethoxy-2,2'-bis(di-2-pyridylphosphino)-1,1'-biphenyl (DPP), has been synthesized from commercially available 3-bromoanisole in four steps and fully characterized by H-1 NMR, P-31 NMR, C-13 NMR and HRMS techniques. The palladium complex of the new ligand DPP provided excellent yields in Suzuki-Miyaura coupling reaction of aryl bromides with phenyl boronic acid, even in the presence of hindered and functional groups.

引用

页码：1529 / 1534

页数：6

共 31 条

[1] An N-heterocyclic carbene ligand with flexible steric bulk allows Suzuki cross-coupling of sterically hindered aryl chlorides at room temperature
Altenhoff, G
Goddard, R
Lehmann, CW
Glorius, F
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (31) : 3690 - 3693
[2] A reassessment of the transition-metal free Suzuki-type coupling methodology
Arvela, RK
Leadbeater, NE
Sangi, MS
Williams, VA
Granados, P
Singer, RD
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (01) : 161 - 168
[3] NICKEL(II) AND NICKEL(0) COMPLEXES CONTAINING 2-PYRIDYLPHOSPHINE LIGANDS, INCLUDING WATER-SOLUBLE SPECIES
BAIRD, IR
SMITH, MB
JAMES, BR
[J]. INORGANICA CHIMICA ACTA, 1995, 235 (1-2) : 291 - 297
[4] BEI X, 1999, A S J ORG, V64, P6797
[5] Convenient synthetic routes to bidentate and monodentate 2-, 3- and 4-pyridyl phosphines: potentially useful ligands for water-soluble complex catalysts
Bowen, RJ
Garner, AC
Berners-Price, SJ
Jenkins, ID
Sue, RE
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1998, 554 (02) : 181 - 184
[6] Brandsma L., 1999, Application of Transition Metal Catalysts in Organic Synthesis
[7] Chemler SR, 2001, ANGEW CHEM INT EDIT, V40, P4544, DOI 10.1002/1521-3773(20011217)40:24<4544::AID-ANIE4544>3.0.CO
[8] 2-N
[9] Cp2Fe(PR2)2PdCl2 (R = i-Pr, t-Bu) complexes as air-stable catalysts for challenging suzuki coupling reactions
Colacot, TJ
Shea, HA
[J]. ORGANIC LETTERS, 2004, 6 (21) : 3731 - 3734
[10] Triazole-based monophosphine ligands for palladium-catalyzed cross-coupling reactions of aryl chlorides
Dai, Q
Gao, WZ
Liu, D
Kapes, LM
Zhang, XM
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (10) : 3928 - 3934

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