Jump to main content
Jump to site search
Access to RSC content Close the message box

Continue to access RSC content when you are not at your institution. Follow our step-by-step guide.



Thieno[3,2-c]pyran: an ESIPT based fluorescence “turn-on” molecular chemosensor with AIE properties for the selective recognition of Zn2+ ion

Author affiliations

Abstract

Excited state intramolecular proton transfer (ESIPT) based functionalized thieno[3,2-c]pyran P was designed and synthesized as a fluorescent turn-on chemosensor for the selective recognition of Zn2+ ion with a low detection limit (0.67 μM). Fourier transform infrared spectroscopy (FTIR), NMR, and Job plot studies were used to investigate the binding phenomenon of P and Zn2+, which was achieved via deprotonation of the hydroxyl group. Zn2+ ions undergo interaction with thieno[3,2-c]pyran to afford the complex P–Zn2+, which enhances the weak emissive properties of the chemosensor P up to λem 484 nm via geometrical alteration and termination of the keto to enol oscillation. In addition, thieno[3,2-c]pyran P also showed higher fluorescence in a solution of 60% water in THF owing to the aggregation-induced emission phenomenon. All of these photophysical properties of chemosensor P and complex P–Zn2+ are supported by quantum chemical density functional theory (DFT) calculations. The structure of P was also confirmed using single X-ray crystallography.

Graphical abstract: Thieno[3,2-c]pyran: an ESIPT based fluorescence “turn-on” molecular chemosensor with AIE properties for the selective recognition of Zn2+ ion

Back to tab navigation

Supplementary files

Article information


Submitted
03 May 2020
Accepted
16 Jun 2020
First published
17 Jun 2020

New J. Chem., 2020, Advance Article
Article type
Paper

Thieno[3,2-c]pyran: an ESIPT based fluorescence “turn-on” molecular chemosensor with AIE properties for the selective recognition of Zn2+ ion

D. Singhal, I. Althagafi, A. Kumar, S. Yadav, A. K. Prasad and R. Pratap, New J. Chem., 2020, Advance Article , DOI: 10.1039/D0NJ02236E

Social activity

Search articles by author

Spotlight

Advertisements