Evidence of enhanced reactivity of DAAP nucleophiles toward dephosphorylation and deacylation reactions in cationic gemini micellar media

Bhattacharya, Santanu ; Kumar, V. Praveen (2004) Evidence of enhanced reactivity of DAAP nucleophiles toward dephosphorylation and deacylation reactions in cationic gemini micellar media Journal of Organic Chemistry, 69 (2). pp. 559-562. ISSN 0022-3263

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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo034745%2B

Related URL: http://dx.doi.org/10.1021/jo034745+

Abstract

4,4'-(Dialkylamino)pyridine (DAAP)-based compounds 1-4 catalytically cleave hydrophobic organophosphate and carboxylate esters in various host micellar aggregates at mildly alkaline pH. The role of the micellar reaction medium in such esterolytic reactions has been carefully examined in this work. The cationic gemini surfactant based micellar aggregates provide more than 1 order of magnitude better reaction medium for the above reactions than their conventional single-chain, single-charge, cationic cetyl trimethylammonium bromide (CTABr) micelles. The catalytic turnover behavior of DAAP nucleophiles in the presence of excess substrates is also retained in gemini micellar media.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:20880
Deposited On:20 Nov 2010 13:24
Last Modified:20 Nov 2010 13:24

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