Sripriya, R. and Chandrasekaran, M. and Noel, M. (2008) Electrochemical homolytic and heterolytic coupling of activated olefins in the absence and presence of benzyl bromide in microemulsion. Journal of Applied Electrochemistry, 38 (5). pp. 597-603.

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Electrochemical reduction of four activated olefins namely cyclohexenone (CH), cyclopentenone (CP), methylmethacrylate (MMA), acrylonitrile (AN) in the absence and presence of benzylbromide (BBr) were investigated in CTAB/n-hexane/n-butanol/water based bicontinuous microemulsion (lE). Both cyclic voltammetric studies and galvanostatic preparative electrolysis were carried out. Cyclic voltammetric results in lE were also comparedwith those in N,N-dimehtylformamide (DMF) medium. Adsorption effects are observed both inDMF and lE.ANundergoes one electron reduction in aprotic solvent and two electron reduction in lE. CH, CP, BBr undergo one electron reduction and yield significant homolytic coupled products under galvanostatic conditions. AN and MMA lead to two electron reduction under identical conditions. In the presence ofBBr, CHand CP alone yield significant heterolytic coupled products with simultaneous competitive resin formation. Reduction of AN leads to the formation of a identifiable quantity of propylamine and 3-phenylpropylamine in the absence and in the presence of BBr, respectively.

Item Type: Article
Uncontrolled Keywords: Coupling reactions; Benzyl bromide; Activated olefins; Microemulsions; Electrochemistry
Subjects: Electroorganic
Depositing User: ttbdu cecri
Date Deposited: 17 Jan 2012 14:15
Last Modified: 17 Jan 2012 14:15

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