Reductive intramolecular cyclisation of unsaturated halides by Ni(II) complexes

被引：35

作者：

Esteves, AP

Freitas, AM

Medeiros, MJ

Pletcher, D

机构：

[1] Univ Minho, Ctr Quim IBQF, P-4700320 Braga, Portugal

[2] Univ Southampton, Dept Chem, Southampton SO17 1BJ, Hants, England

来源：

JOURNAL OF ELECTROANALYTICAL CHEMISTRY | 2001年 / 499卷 / 01期

关键词：

cyclic voltammetry; electrosynthesis; electrocatalytic reduction;

D O I：

10.1016/S0022-0728(00)00494-0

中图分类号：

O65 [分析化学];

学科分类号：

070302 ; 081704 ;

摘要：

Catalytic reductions of 6-bromo-1-hexene and (R)-(-)-citronellyl bromide with Ni(I) complexes, electrogenerated from Ni(II) complexes, in N,N ' -dimethylformamide have been investigated with the aid of cyclic voltammetry and controlled-potential electrolyses. Cyclic compounds are obtained in appropriate experimental conditions. The influence of a proton donor and a hydrogen atom donor on the system is described. (C) 2001 Elsevier Science B.V. All rights reserved.

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页码：95 / 102

页数：8

相关论文

共 20 条

[1] THE ELECTROCHEMISTRY OF SQUARE-PLANAR MACROCYCLIC NICKEL-COMPLEXES AND THE REACTION OF NI(I) WITH ALKYL BROMIDES - NICKEL TETRAAMINE COMPLEXES [J].

BECKER, JY ;

KERR, JB ;

PLETCHER, D ;

ROSAS, R .

JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 1981, 117 (01) :87-99

[2] CENTENARY LECTURE - THE PURSUIT OF SELECTIVITY IN RADICAL REACTIONS [J].

BECKWITH, ALJ .

CHEMICAL SOCIETY REVIEWS, 1993, 22 (03) :143-151

[3] COMPLEXES OF NICKEL(2) WITH A CYCLIC TETRADENTATE SECONDARY AMINE [J].

BOSNICH, B ;

TOBE, ML ;

WEBB, GA .

INORGANIC CHEMISTRY, 1965, 4 (08) :1109-&

[4] THE SAMARIUM GRIGNARD REACTION - INSITU FORMATION AND REACTIONS OF PRIMARY AND SECONDARY ALKYLSAMARIUM(III) REAGENTS [J].

CURRAN, DP ;

TOTLEBEN, MJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (15) :6050-6058

[5] Catalytic reduction of alpha,omega-dihaloalkanes with nickel(I) salen as a homogeneous-phase and polymer-bound mediator [J].

Dahm, CE ;

Peters, DG .

JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 1996, 406 (1-2) :119-129

[6] Electroreductive cyclisation of unsaturated halides catalysed by nickel macrocyclic complexes [J].

Duñach, E ;

Esteves, AP ;

Freitas, AM ;

Medeiros, MJ ;

Olivero, S .

TETRAHEDRON LETTERS, 1999, 40 (49) :8693-8696

[7]

Giese B., 1986, RADICALS ORGANIC SYN

[8] REACTION OF ELECTROGENERATED SQUARE-PLANAR NICKEL(I) COMPLEXES WITH ALKYL-HALIDES [J].

GOSDEN, C ;

HEALY, KP ;

PLETCHER, D .

JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1978, (08) :972-976

[9] CATALYSIS OF THE ELECTROCHEMICAL REDUCTION OF ALKYL BROMIDES BY NICKEL-COMPLEXES - FORMATION OF CARBON-CARBON BONDS [J].

GOSDEN, C ;

PLETCHER, D .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1980, 186 (03) :401-409

[10] BIOMIMETIC CHEMISTRY OF NICKEL [J].

HALCROW, MA ;

CHRISTOU, G .

CHEMICAL REVIEWS, 1994, 94 (08) :2421-2481