Control over excited state intramolecular proton transfer and photoinduced tautomerization: influence of the hydrogen-bond geometry

Chemistry : a European Journal
Giovanny A ParadaBurkhard Zietz

Abstract

The influence of H-bond geometry on the dynamics of excited state intramolecular proton transfer (ESIPT) and photoinduced tautomerization in a series of phenol-quinoline compounds is investigated. Control over the proton donor-acceptor distance (dDA ) and dihedral angle between the proton donor-acceptor subunits is achieved by introducing methylene backbone straps of increasing lengths to link the phenol and quinoline. We demonstrate that a long dDA correlates with a higher barrier for ESIPT, while a large dihedral angle opens highly efficient deactivation channels after ESIPT, preventing the formation of the fully relaxed tautomer photoproduct.

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Citations

Apr 12, 2016·Chemistry : a European Journal·Kamil SkoniecznyDaniel T Gryko
Dec 25, 2016·Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy·Beibei AnJinglai Zhang
Oct 2, 2020·Physical Chemistry Chemical Physics : PCCP·Zong-Ying LiuPi-Tai Chou
Oct 16, 2015·Journal of Computational Chemistry·Yuanyuan LiJinglai Zhang
Sep 28, 2017·Physical Chemistry Chemical Physics : PCCP·H MarciniakL Antonov
Apr 4, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Hem C Joshi, Liudmil Antonov
Apr 12, 2018·The Journal of Physical Chemistry. a·Robin TyburskiLeif Hammarström
Dec 18, 2019·Journal of the American Chemical Society·Elvira R Sayfutyarova, Sharon Hammes-Schiffer
Dec 18, 2020·The Journal of Physical Chemistry. a·Probal Nag, Sivaranjana Reddy Vennapusa
Sep 15, 2021·The Journal of Physical Chemistry. B·Shu-Feng ChenYa-Jun Liu

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