Ground-state and excited-state multiple proton transfer via a hydrogen-bonded water wire for 3-hydroxypyridine

Abstract

The multiple proton transfer reactions of 3-hydroxypyridine-(H2O)3 have been demonstrated, and a perfect proton transfer cycle has been revealed in the ground and excited states.

A theoretical study about the excited state intermolecular proton transfer mechanisms for 2-phenylimidazo[4,5-b]pyridine in methanol solvent

“…That is to say, if ESIPT occurs in the PIP-MeOH system, the proton should transfer along N1-H2/O3 rst. [27][28][29][30] Moreover, turning to the PIP-2MeOH system, on similar analysis, we found that the hydrogen bond N1-H2/O3 undergoes the greatest change among the three hydrogen bond wires. Thus, the ESIPT reaction should occurs rst along this hydrogen bond wire.…”

A DFT/TDDFT investigation of the excited state proton transfer reaction of fisetin chromophore

“…The geometric optimizations of fisetin-enol, fisetin-open and fisetin-enol were performed using DFT in the S 0 state and using TDDFT in the S 1 state. Especially, the TDDFT method has become a very useful tool to theoretically investigate the hydrogen bonding interaction that occurs in the excited-state of hydrogen-bonded systems [19][20][21][22][23][24][25][26][27][28][29][30][31][32][33][34][35][36][37][38]. In addition, Becke's three-parameter hybrid exchange functional with Lee-Yang-Parr gradient-corrected correlation (B3LYP functional) was selected in both the DFT and TDDFT methods [69][70][71][72].…”

“…Up to now, many different sensing mechanisms, such as intramolecular charge transfer (ICT), photo-induced electron transfer (PET), fluorescence resonance energy transfer (FRET), and excited state proton transfer (ESPT) and so forth [19][20][21][22][23][24][25][26][27][28][29][30][31][32][33][34][35][36][37][38], are relevant with hydrogen bonding. Particularly, the excited state interand intra-molecular proton transfer (ESIPT) reactions have been drawing great attention due to their unique photo-physical and photo-chemical properties.…”

The investigation of excited state proton transfer mechanism in water-bridged 7-azaindole

“…Liu [28]. Therefore, a mechanism of an excited-state H-atom-transfer reaction along a hydrogen-bonded "wire" has been proposed and widely studied for the importance in photochemical and biological processes.…”

“…With the significant function of hydrogen bonds in chemistry, physics and biology has been identified, the proton transfer along hydrogen bond has been given more and more attention in recent years [26][27][28][29][30]. Liu [28].…”