Synthesis of Novel Silanes Functionalized with Mono- and Bis-Fluoroalkylated [1,2,3]-Triazoles

GRAPHICAL ABSTRACT

Abstract

In the current work, a series of mono-fluoroalkylated [1,2,3]-triazole precursors was prepared by the 1,3-dipolar cycloaddition reaction of allyl azide and perfluoroalkylethoxyl propynes, in which the CuSO₄ and sodium ascorbate were used as the catalyst. Using these precursors as unsaturated substrates, a series of novel mono-fluoroalkyldichloromethyl silanes were successfully synthesized via hydrosilylation between C˭C and Si-H bonds. Furthermore, to construct fluorosilanes with two or more stacked fluoroalkyl groups in one molecule, silanes with bis-fluoroalkylated [1,2,3]-triazoles as pendants were synthesized afterwards.

Keywords:

• 1,3-dipolar cycloaddition
• hydrosilylation
• triazole
• fluoroalkylated silane