Campus Units

Chemistry

Document Type

Article

Publication Version

Accepted Manuscript

Publication Date

2015

Journal or Book Title

Organic and Biomolecular Chemistry

Volume

13

Issue

3

First Page

770

Last Page

775

DOI

10.1039/C4OB02074J

Abstract

L-Proline and their derivatives are among the most important class of organic catalysts. Three prolinamide surfactants were designed and synthesized. Although the surfactants carried identical catalytic groups, their headgroups contained different functionalities that affected their ability to self-assemble under reverse micelle conditions and hydrogen-bond with the reactants. The surfactant with a zwitterionic headgroup capable of strong aggregation was found to have the highest activity. The self-association of the surfactants played critical roles in the enhanced activity. The location of the catalytic groups at the surfactant/polar solvent interface also endowed unusual selectivity in the catalyzed aldol reactions.

Comments

This is a manuscript of an article published as Arivalagan, Premkumar Rathinam, and Yan Zhao. "Interfacial catalysis of aldol reactions by prolinamide surfactants in reverse micelles." Organic & Biomolecular Chemistry 13, no. 3 (2015): 770-775. DOI: 10.1039/C4OB02074J. Posted with permission.

Copyright Owner

The Royal Society of Chemistry

Language

en

File Format

application/pdf

Published Version

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