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Synthesis, characterization and the direct use of d imethyl 3-(4-aminophenyl)indolizine-1,2dicarboxylate (1) as a photochemical sensor for the solution phase d etection of nitroaromatics are presented. Fluorescent quenching experiments depict that nitroaromatics, particularly nitrophenol derivatives, may be probed by diester 1 with a detection limit of 6.66 ◊ 10 -8 M. FTIR and 1 H NMR studies together with fluorescent spectral anal ysis suggest that H-bonding interaction between 1 and p-nitrophenol (2d) triggers the formation of ground-state complex (1:2d) which causes the fluorescent quenching via electron trans fer from the HOMO of electron-rich indolizine to the LUMO of electron-deficient nitrop henolics through hydrogen bonding.

Synthesis and characterization of a substituted indolizine and investigation of its photoluminescence quenching via electron deficient nitroaromatics