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A Conceptual Design of Fluorous Surfactants Based on a Heterocyclic Core, Put into Practice Through Synthesis of Fluorous 1,2,3-Triazoles


Paper Type 
Short Communication
Title 
A Conceptual Design of Fluorous Surfactants Based on a Heterocyclic Core, Put into Practice Through Synthesis of Fluorous 1,2,3-Triazoles
Author 
Roger W. Read, and Xiao Bei Wang
Email 
r.read@unsw.edu.au
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.
Start & End Page 
247 - 257
Received Date 
Revised Date 
Accepted Date 
Full Text 
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Keyword 
organic synthesis, heterocycles, fluorous chemistry, surfactants, click chemistry, polyfluoroalkyl-1,2,3-triazoles
Volume 
Vol.36 No.2 (MAY 2009)
DOI 
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.
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