Nawazkhan, F. and Pillai, C.N. (1999) Electrochemical alkylation of schiff bases. Bulletin of Electrochemistry , 15 (7-8). pp. 271-274. ISSN 0256-1654

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Alkylation of N-(hydroxyethyl) henzylidineimine, the SchilT base formed from benzaldehyde and ethanolamine under electrochemical conditions mediated by Pb(ll)/Pb(O) redox system has heen reported. Cathodically (I~) generated Ph(O) from PbBr2 reacted with alkyl bromide tn form alkyl lead bromide in THF, in an undivided cell. Tetrdhutylamrnoniurn hromide was the electrolyte. The anode was aluminium sheet (Sacrificial) which generated AIBr3 which by complexation with the nitrogen of the SchilT base, catalysed the addition of the o~anometallic compound to the CoN douhle hond, to yield, on work up, I-phenyl-N-(hydroxyethyl) hut-3-enylamine. Seveml side products have been identified. Conditinns for optimisation of yield and effective work -up have been developed. The pntential application of this reactinn for the a.<;ymmetric synthesis of amines has been hrought out.

Item Type: Article
Uncontrolled Keywords: Asymmetric synthesis; SchilT base; alkylation
Subjects: Electrodics and Electrocatalysis
Depositing User: ttbdar CECRI
Date Deposited: 24 Feb 2012 16:21
Last Modified: 24 Feb 2012 16:21

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