Highly fluoroalkylated amphiphilic triazoles: Regioselective synthesis and evaluation of physicochemical properties |
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Authors: | Estelle Mayot Claude Selve |
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Affiliation: | UMR 7565, Equipe de Chimie-Physique Organique et Colloïdale, Université Henri Poincaré Nancy I, Faculté des Sciences et Techniques BP 239, 54506 Vandoeuvre-lès-Nancy, France |
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Abstract: | A series of fluoroalkylated amphiphilic 1,2,3-triazoles was synthesised by efficient 1,3-dipolar cycloaddition of 2-perfluoroalkyl-ethyl-azides, prepared from commercial 2-perfluoalkyl-1-iodoethanes, and acetylenic esters or acids. The synthesis was accomplished by heating in acetone or by microwave irradiation. Excellent regioselectivity was observed for dissymmetrical alkynes. Physicochemical study shows surfactant behaviour. |
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Keywords: | 1,3-Dipolar cycloaddition 1,2,3-Triazoles Perfluorinated surfactant Alkynyl dipolarophiles 2-Perfluoroalkyl-ethyl-azides Regioselectivity |
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