SELECTIVE HYDROGENATION OF DIENES TO MONOENES CATALYZED BY (ALLYL)PD(II) COMPLEXES

被引:20
作者
STRUKUL, G [1 ]
CARTURAN, G [1 ]
机构
[1] UNIV PADUA,IST CHIM IND,CNR,CTR CHIM MET ORGAN,I-35100 PADUA,ITALY
关键词
D O I
10.1016/S0020-1693(00)93424-8
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Hydrogenation of 1,5-COD, 1,3-COD, 1,4-octadiene and 1,7-octadiene to the corresponding monoenes has been carried out under mild conditions, using different (allyl)Pd(II) derivatives in N,N-dimethylacetamide solution. Experiments on the 1,3-COD system suggest a mechanism involving the formation of hydrido-Pd(II) species followed by insertion of diene to restore the allylic moiety. Non conjugated dienes are isomerized prior to hydrogenation. The complete selectivity appears to result from an intrinsic property due to formation of η3-allylic intermediates. © 1979.
引用
收藏
页码:99 / 104
页数:6
相关论文
共 26 条
[1]  
ANDREETTA A, 1970, ASPECTS HOMOGENEOUS, V1
[2]  
[Anonymous], 1973, HOMOGENEOUS HYDROGEN
[3]   PROTON MAGNETIC RESONANCE AND MASS SPECTRA OF SOME ISOLEPTIC TRANSITION-METAL PI-ALLYL COMPLEXES [J].
BECCONSA.JK ;
JOB, BE ;
OBRIEN, S .
JOURNAL OF THE CHEMICAL SOCIETY A -INORGANIC PHYSICAL THEORETICAL, 1967, (03) :423-&
[4]  
BELLUCO U, 1974, ORGANOMETALLIC COORD
[5]   HYDROGENATION OF BUTA-1,3-DIENE CATALYSED BY POTASSIUM PENTACYANOCOBALTATE(2) [J].
BURNETT, MG ;
CONNOLLY, PJ ;
KEMBALL, C .
JOURNAL OF THE CHEMICAL SOCIETY A -INORGANIC PHYSICAL THEORETICAL, 1968, (05) :991-&
[6]   HYDROGENATION OF 1-HEXENE CATALYZED BY SALINE HYDRIDE-REDUCED PALLADIUM [J].
CARTURAN, G ;
SCRIVANTI, A ;
GRAZIANI, M .
JOURNAL OF MOLECULAR CATALYSIS, 1979, 5 (02) :139-146
[7]   ACTIVATION OF H-2 WITH ALLYLPALLADIUM(II) DERIVATIVES - SELECTIVE CATALYTIC-HYDROGENATION OF ALLENE TO PROPENE [J].
CARTURAN, G ;
STRUKUL, G .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1978, 157 (04) :475-481
[8]   MECHANISM OF ISOMERIZATION OF OLEFINS WITH TRANSITION METAL CATALYSTS [J].
CRAMER, R ;
LINDSEY, RV .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1966, 88 (15) :3534-&
[9]   HOMOGENEOUS OLEFIN HYDROGENATION CATALYZED BY DICHLORODICARBONYLBIS(TRIPHENYLPHOSPHINE)RUTHENIUM(II) [J].
FAHEY, DR .
JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (19) :3343-3348
[10]   HOMOGENEOUS HYDROGENATION OF DIOLEFINS CATALYZED BY TRICARBONYL CHROMIUM COMPLEXES .I. STEREOSELECTIVE 1,4 ADDITION OF HYDROGEN [J].
FRANKEL, EN ;
BUTTERFI.RO .
JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (12) :3930-&