Abstract
A new pyrene derived dihydroperimidine [2-(pyren-1-yl)-2,3-dihydro-1H-perimidine (1)] was synthesized and characterized by 1H-NMR, 13C-NMR, HRMS spectroscopic techniques. The perimidine 1 was found to be a very interesting AIE luminogen with highest emission at 4:1 water–acetonitrile mixture. Compound 1 is a selective naked eye colorimetric sensor for aqueous Cu2+ (colorless sensor turned brownish yellow upon contact with Cu2+ ion) and gives turn off fluorescence responses in excited state spectroscopy with a limit of detection in the nanomolar range. Further it is an effective antioxidant which has been validated via 2,2-diphenyl-1-picrylhydrazyl assay and cyclic voltammetric studies in comparison to a well-known antioxidant l-ascorbic acid. To say vehemently antioxidant 1 has proven itself 5.9 times better than l-ascorbic acid. The perimidine 1 manifested interaction with protein bovine serum albumin via quenching of its own intrinsic emission intensity in Tris–HCl buffer.
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