NEW C-C BOND FORMATION THROUGH THE NICKEL-CATALYZED ELECTROCHEMICAL COUPLING OF 1,3-ENYNES AND CARBON-DIOXIDE

被引:26
作者
DERIEN, S [1 ]
CLINET, JC [1 ]
DUNACH, E [1 ]
PERICHON, J [1 ]
机构
[1] UNIV PARIS 11,COORDINAT ORGAN LAB,CNRS,UA 255,ICMO,F-91405 ORSAY,FRANCE
关键词
D O I
10.1016/0022-328X(92)83151-7
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A series of 1,3-enynes has been carboxylated in a nickel-catalysed electrochemical reaction carried out in a single-compartment cell fitted with a consumable magnesium anode. When 2,2'-bipyridine (bipy) or pentamethyldiethylene triamine (PMDTA) are added as the ancillary ligands, an overall hydrocarboxylation of the triple bond occurs through stereoselective cis-addition.
引用
收藏
页码:213 / 224
页数:12
相关论文
共 20 条
[11]   NICKEL(0)-INDUCED C-C COUPLING BETWEEN CARBON-DIOXIDE AND ALKYNES AS WELL AS ALKENES [J].
HOBERG, H ;
SCHAEFER, D ;
BURKHART, G ;
KRUGER, C ;
ROMAO, MJ .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1984, 266 (02) :203-224
[12]  
Inoue S., 1982, ORGANIC BIOORGANIC C
[13]   REACTION OF DIALKYL-SUBSTITUTED ALKYNES WITH CARBON-DIOXIDE CATALYZED BY NICKEL(0) COMPLEXES - INCORPORATION OF CARBON-DIOXIDE IN ALKYNE DIMERS AND NOVEL CYCLOTRIMERIZATION OF THE ALKYNES [J].
INOUE, Y ;
ITOH, Y ;
KAZAMA, H ;
HASHIMOTO, H .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1980, 53 (11) :3329-3333
[14]   LIGAND-DIRECTED REACTION-PRODUCTS IN THE NICKEL-CATALYZED ELECTROCHEMICAL CARBOXYLATION OF TERMINAL ALKYNES [J].
LABBE, E ;
DUNACH, E ;
PERICHON, J .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1988, 353 (03) :C51-C56
[15]  
NORMANT JF, 1982, TETRAHEDRON LETT, P5151
[16]   STEREOSELECTIVE HYDROGENATION OF ALKYNES, ENYNES, AND DIENES BY INTERLAMELLAR MONTMORILLONITE-DIPHENYLPHOSPHINEPALLADIUM(II) COMPLEX [J].
SHARMA, GVM ;
CHOUDARY, BM ;
SARMA, MR ;
RAO, KK .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (13) :2997-2998
[17]   NOVEL REGIOSELECTION IN INSERTION OF A 1,4-DISUBSTITUTED-1,3-ENYNE INTO RUTHENIUM HYDROGEN-BONDS [J].
WAKATSUKI, Y ;
YAMAZAKI, H ;
MARUYAMA, Y ;
SHIMIZU, I .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (04) :261-263
[19]   ACTIVATION OF CO2 AT TRANSITION-METAL CENTERS - SELECTIVE COOLIGOMERIZATION WITH 3-HEXYNE USING THE CATALYTIC-SYSTEM ALKYL3P/ACETONITRILE/NICKEL(0) AND THE STRUCTURE OF A NICKEL(0)-COMPLEX WITH SIDE-ON BOUND ACETONITRILE [J].
WALTHER, D ;
SCHONBERG, H ;
DINJUS, E ;
SIELER, J .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1987, 334 (03) :377-388