Size-selective phase-transfer catalysis with interfacially cross-linked reverse micelles

Li-Chen Lee; Yan Zhao

doi:10.1021/ol203319w

Size-selective phase-transfer catalysis with interfacially cross-linked reverse micelles

Org Lett. 2012 Feb 3;14(3):784-7. doi: 10.1021/ol203319w. Epub 2012 Jan 24.

Authors

Li-Chen Lee¹, Yan Zhao

Affiliation

¹ Department of Chemistry, Iowa State University, Ames, Iowa 50011-3111, USA.

PMID: 22273173
DOI: 10.1021/ol203319w

Abstract

Cross-linking of the reverse micelles (RMs) of a triallylammonium surfactant afforded organic nanoparticles with introverted cationic groups. The cross-linked reverse micelles catalyzed size-selective biphasic reaction between sodium azide and alkyl bromides. Size selectivity of up to 9:1 was obtained for alkyl bromides with similar structures. The selectivity was influenced strongly by the size of the water pool and proposed to happen as a result of the "sieving" effect of the alkyl corona.

Publication types

Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

Azides / chemistry
Catalysis
Micelles*
Molecular Structure
Surface-Active Agents / chemistry*

Substances

Azides
Micelles
Surface-Active Agents