A Conceptual Design of Fluorous Surfactants Based on a Heterocyclic Core, Put into Practice Through Synthesis of Fluorous 1,2,3-Triazoles
Roger W. Read, and Xiao Bei Wang* Author for corresponding; e-mail address: r.read@unsw.edu.au
Volume: Vol.36 No.2 (MAY 2009)
Short Communication
DOI:
Received: -, Revised: -, Accepted: -, Published: -
Citation: Read R.W. and Wang X.B., A Conceptual Design of Fluorous Surfactants Based on a Heterocyclic Core, Put into Practice Through Synthesis of Fluorous 1,2,3-Triazoles, Chiang Mai Journal of Science, 2009; 36(2): 247-257.
Abstract
The concept of a design of fluorous surfactants based on a heterocyclic core molecule is introduced and illustrated through the synthesis of polyfluoroalkyl-substituted 1,2,3 -triazoles. A two step, one-pot process is described in which a small range of perfluoroalkylethyl azides is prepared in situ and made to undergo Huisgen 1,3-dipolar cycloaddition with terminal alkynes. Measurement of the changes in surface tension of the library of fluorous triazoles at different concentrations in m-xylene reveals unusual behaviour in molecules with a secondary, C8 alkyl substituent.