Synthesis of cupric acetate selective receptor derived from alanyl glycoconjugate and their application in selective oxidation of benzylic alcohols

Cupric acetate sensing ability of alanyl-(4,6-O-ethylidene-β-D-glucopyranosylamine) derived receptor (L-N2O2) has been explored using fluorescence and UV–visible absorption spectroscopy. Cupric acetate quenches the fluorescence intensity of L-N2O2 with a correlation coefficient, R = 0.978 and Stern Volmer constant, KSV = 38,067 M− 1 revealing the possibilities of interaction via dynamic mode. Further, copper complex of L-N2O2 has been utilized in selective oxidation of primary and secondary alcohols into the corresponding carbonyl compounds.

Graphical abstractAlanyl-(4,6-O-ethylidene-β-D-glucopyranosylamine) derived novel receptor has been synthesized, which interacts with cupric acetate selectively and the resultant complex oxidizes primary and secondary alcohols into corresponding carbonyl compounds.Figure optionsDownload full-size imageDownload as PowerPoint slideHighlights► First report on L-alanyl-4,6-O-ethylidene-β-D-glucopyranosylamine derived receptor. ► The receptor selectively interacts with cupric acetate. ► Cupric acetate solution quenches the emission band of receptor at 424 nm in MeOH. ► Co-association of receptor and cupric acetate acts as selective oxidizing agent.