Palladium(II)-catalyzed aryl coupling of triarylbismuthines under air

被引:43
作者
Ohe, T [1 ]
Tanaka, T [1 ]
Kuroda, M [1 ]
Cho, CS [1 ]
Ohe, K [1 ]
Uemura, S [1 ]
机构
[1] Kyoto Univ, Grad Sch Engn, Dept Energy & Hydrocarbon Chem, Sakyo Ku, Kyoto 6068501, Japan
关键词
D O I
10.1246/bcsj.72.1851
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Triarylbismuthines readily reacted with a catalytic amount of palladium(II) acetate in methanol under air to give the corresponding biaryls in high yields. The presence of oxygen was indispensable for this catalytic coupling, biaryl formation being quite slow under nitrogen. Oxygen absorption was observed during the reaction and a Pd-oxygen complex prepared separately worked effectively as a reagent for this coupling even under inert gas.
引用
收藏
页码:1851 / 1855
页数:5
相关论文
共 32 条
[1]   TETRAHEDRON REPORT .235. NEWER METHODS OF ARYLATION [J].
ABRAMOVITCH, RA ;
BARTON, DHR ;
FINET, JP .
TETRAHEDRON, 1988, 44 (11) :3039-3071
[2]  
[Anonymous], 1972, Inorg. Synth, DOI DOI 10.1002/9780470132449.CH23
[3]   AROMATIC SUBSTITUTION OF OLEFINS .20. REACTIONS OF TRIPHENYLAMINE, TRI-PHOSPHINE, TRI-ARSINE, TRI-STIBINE, AND TRI-BISMUTH WITH STYRENE IN PRESENCE OF PALLADIUM (II) SALTS [J].
ASANO, R ;
MORITANI, I ;
FUJIWARA, Y ;
TERANISH.S .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1973, 46 (09) :2910-2911
[4]   PENTAVALENT ORGANOBISMUTH REAGENTS .2. THE PHENYLATION OF PHENOLS [J].
BARTON, DHR ;
BHATNAGAR, NY ;
BLAZEJEWSKI, JC ;
CHARPIOT, B ;
FINET, JP ;
LESTER, DJ ;
MOTHERWELL, WB ;
PAPOULA, MTB ;
STANFORTH, SP .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1985, (12) :2657-2665
[5]   COPPER-SALTS CATALYSIS OF N-PHENYLATION OF AMINES BY TRIVALENT ORGANOBISMUTH COMPOUNDS [J].
BARTON, DHR ;
FINET, JP ;
KHAMSI, J .
TETRAHEDRON LETTERS, 1987, 28 (08) :887-890
[6]   METALLIC COPPER CATALYSIS OF N-ARYLATION OF AMINES BY TRIARYLBISMUTH DIACYLATES [J].
BARTON, DHR ;
FINET, JP ;
KHAMSI, J .
TETRAHEDRON LETTERS, 1986, 27 (31) :3615-3618
[7]   THE CHEMISTRY OF ORGANOBISMUTH REAGENTS .13. LIGAND COUPLING INDUCED BY PD(0) [J].
BARTON, DHR ;
OZBALIK, N ;
RAMESH, M .
TETRAHEDRON, 1988, 44 (18) :5661-5668
[8]   COPPER CATALYZED O-PHENYLATION OF PHENOLS AND ENOLS BY PENTAVALENT ORGANOBISMUTH COMPOUNDS [J].
BARTON, DHR ;
FINET, JP ;
KHAMSI, J ;
PICHON, C .
TETRAHEDRON LETTERS, 1986, 27 (31) :3619-3622
[9]   BISMUTH(V) REAGENTS IN ORGANIC-SYNTHESIS [J].
BARTON, DHR ;
FINET, JP .
PURE AND APPLIED CHEMISTRY, 1987, 59 (08) :937-946
[10]  
BARTON DHR, 1981, TETRAHEDRON S, P73