Nickel-bipyridine catalysed electrosynthesis of ketones from organic halides and carbon monoxide: kinetic and mechanistic investigations

被引:22
作者
Ocafrain, M [1 ]
Dolhem, E [1 ]
Nedelec, JY [1 ]
Troupel, M [1 ]
机构
[1] Univ Paris 12, UMR 7582 CNRS, Lab Electrochim Catalyse & Synth Organ, F-94320 Thiais, France
关键词
nickel carbonyl bipyridine complexes; acylnickel complexes; organic halides carbonylation catalysis;
D O I
10.1016/S0022-328X(98)00851-1
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The reactivity of zerovalent nickel-2,2'-bipyridine complexes towards carbon monoxide and organic halides was investigated by electroanalytical methods. The kinetic data obtained allow us to propose two pathways leading to the formation of an acylnickel complex by electroreduction of Nibpy(2+) in the presence of both CO and a halocarbon. (C) 1998 Elsevier Science S.A. All rights reserved.
引用
收藏
页码:37 / 42
页数:6
相关论文
共 24 条
[11]  
GARNIER L, 1989, NEW J CHEM, V13, P53
[12]   MECHANISM OF CARBONYLATION OF HALO(BIS LIGAND )ORGANOPLATINUM(II), PALLADIUM(II), AND NICKEL(II) COMPLEXES [J].
GARROU, PE ;
HECK, RF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (14) :4115-4127
[13]   PENTACOORDINATED NICKEL COMPLEXES AS INTERMEDIATES IN CARBONYLATION REACTIONS OF ALLYL COMPOUNDS [J].
GUERRIERI, F ;
CHIUSOLI, GP .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1968, 15 (01) :209-+
[14]   METALLIC NICKEL-MEDIATED SYNTHESIS OF KETONES BY THE REACTION OF BENZYLIC, ALLYLIC, VINYLIC, AND PENTAFLUOROPHENYL HALIDES WITH ACID HALIDES [J].
INABA, S ;
RIEKE, RD .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (09) :1373-1381
[15]   THEORY OF STATIONARY ELECTRODE POLAROGRAPHY - SINGLE SCAN + CYCLIC METHODS APPLIED TO REVERSIBLE IRREVERSIBLE + KINETIC SYSTEMS [J].
NICHOLSON, RS ;
SHAIN, I .
ANALYTICAL CHEMISTRY, 1964, 36 (04) :706-&
[16]   Electrochemical generation of a nickel-carbonyl complex, catalyst for the electroreductive coupling of organic halides and carbon monoxide into ketones [J].
Ocafrain, M ;
Devaud, M ;
Nedelec, JY ;
Troupel, M .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1998, 560 (1-2) :103-107
[17]   NEW ELECTROCHEMICAL SYNTHESIS OF KETONES FROM ORGANIC HALIDES AND CARBON-MONOXIDE [J].
OCAFRAIN, M ;
DEVAUD, M ;
TROUPEL, M ;
PERICHON, J .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (22) :2331-2332
[18]  
TANAKA M, 1981, SYNTHESIS-STUTTGART, P47
[19]  
TROUPEL M, 1986, NEW J CHEM, V10, P593
[20]   MECHANISM OF BIARYL SYNTHESIS WITH NICKEL-COMPLEXES [J].
TSOU, TT ;
KOCHI, JK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (25) :7547-7560