Electroassisted catalysis of the reductive coupling of 2-bromooctane and methyl vinyl ketone by a binuclear cobalt-salen-iron complex in DMF solution:: electrosynthesis and cyclic voltammetry analysis

被引:17
作者
Cannes, C
Bedioui, F
Condon-Gueugnot, S
Nédélec, JY
Devynek, J
机构
[1] ENSCP, CNRS, UMR 7575, Lab Electrochim & Chim Analyt, F-75231 Paris 05, France
[2] CNRS, UMR, UPVM 7582, Lab Electrochim Catalyse & Synth Organ, F-94320 Thiais, France
关键词
D O I
10.1039/a900274j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We report in this study the combined use of a CoSalen [H(2)Salen = bis(salicylidene)ethane-1,2-diamine] complex and an undivided electrochemical cell process in the electroassisted reductive coupling of 2-bromooctane and methyl vinyl ketone with satisfactory results. Correlation between the electroanalytical analysis of the reactivity of CoSalen in the presence of 2-bromooctane and methyl vinyl ketone and the electrosynthesis performed in an undivided electrochemical cell with a sacrificial iron anode allows us to suggest that a heterobinuclear Co-Salen-Fe complex is the effective catalyst of the considered reaction. Stability of this intermediate during preparative electrolysis is also discussed.
引用
收藏
页码:489 / 494
页数:6
相关论文
共 20 条
[1]   HIGH DIOXYGEN UPTAKE BY HETERO-METAL BINUCLEAR CO(II)-FE(II)-SCHIFF BASE COMPLEXES SYSTEMS IN DIMETHYL-SULFOXIDE [J].
ABE, Y ;
SHINGUHARA, K ;
YANO, S .
CHEMISTRY LETTERS, 1992, (06) :897-900
[2]   Catalytic reduction of iodoethane by cobalt(I) salen electrogenerated at vitreous carbon cathodes [J].
Alleman, KS ;
Peters, DG .
JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 1998, 451 (1-2) :121-128
[3]  
CHAUSSARD J, 1990, SYNTHESIS-STUTTGART, P369
[4]  
DUPRILOT JM, 1985, J ORGANOMET CHEM, V286, P77
[5]  
DUPRILOT JM, 1984, THESIS U P M CURIE P
[6]  
FLORIANI C, 1973, GAZZ CHIM ITAL, V103, P1317
[7]  
ISHII T, 1969, KOGYO KAGAKU ZASSHI, V72, P2649
[8]   OXIDATION OF OLEFINS CATALYZED BY DIOXYGEN COMPLEXES OF TRANSITION-METALS [J].
MUTO, S ;
KAMIYA, Y .
JOURNAL OF CATALYSIS, 1976, 41 (01) :148-154
[9]  
Nedelec JY, 1997, TOP CURR CHEM, V185, P141
[10]   MIXED-LIGAND CHELATES OF COBALT(3) WITH SCHIFF BASE AND BETA-DIKETONES [J].
PODDAR, SN ;
BISWAS, DK .
JOURNAL OF INORGANIC & NUCLEAR CHEMISTRY, 1969, 31 (02) :565-&