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Sensing and monitoring psychotropic and controlled substances in water are critical to health safety. Herein, two luminescent hydrogen–organic frameworks (HOFs), namely TPPA-BDC and TPPA-BTC, were synthesized using the same organic fluorophore (tris(4-(pyridin-4-yl)phenyl)amine, TPPA) with different fluorophore arrangements. Compared to TPPA-BTC, TPPA-BDC has stronger fluorescence emission, which is attributed to the smaller non-radiative energy loss, as indicated by density functional theory (DFT) calculations. Owing to the excellent luminescence of TPPA-BDC, it displays high sensitivity, great selectivity, and a low limit of detection toward phenelzine and propofol as well as a preeminent anti-interference ability for sensing targets in complicated environments. More importantly, the recognition mechanism of phenelzine is revealed via a rarely explored structural reorganization with a well-resolved structure. DFT calculations revealed that the synergistic effect realizes the “turn-off” responsive sensing of propofol, including both efficient photo-induced electron transfer process to propofol induced by TPPA-BDC and the dynamic quenching effect. This study provides a representative case of the fabrication of configuration-induced highly luminescent HOFs and opens the possibility for the application of HOF-based fluorescent probes in drug sensing.

Graphical abstract: Configuration-regulated highly luminescent hydrogen–organic frameworks for detection of phenelzine and propofol

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