Abstract
A new set of mesoionic 1,2,3-triazolium salts functionalised by para substituted phenoxymethyl side groups were prepared using the ‘click’ Cu catalyzed [3 + 2] cycloaddition of organic azides and terminal alkynes. Four previously unreported neutral triazoles (1–4) were first isolated en route to formation of the salts (5–8). All the compounds were fully characterised (1H, 13C NMR; IR; HR-MS; EA) and representative neutral triazoles and salts were structurally characterised by single crystal X-ray diffraction (SCXRD). Full examination of structural characteristics of the neutral compounds and the salts were presented by detailed analysis of multinuclear NMR data and SCXRD. As metal-free catalysts for the transfer hydrogenation of ketones to alcohols in isopropanol as solvent and hydrogen source, salts 5–8 showed moderate activities for the transformation of acetophenone to 1-phenyl alcohol.
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