Unsymmetrical benzothiazole-based dithienylethene photoswitches

0561968 - ÚOCHB 2023 RIV GB eng J - Článek v odborném periodiku
Bovoloni, M. - Filo, J. - Sigmundová, I. - Magdolen, P. - Budzák, S. - Procházková, Eliška - Tommasini, M. - Cigáň, M. - Bianco, A.
Unsymmetrical benzothiazole-based dithienylethene photoswitches.
Physical Chemistry Chemical Physics. Roč. 24, č. 38 (2022), s. 23758-23768. ISSN 1463-9076. E-ISSN 1463-9084
Institucionální podpora: RVO:61388963
Klíčová slova: photochromic diarylethene * optical properties * thermal stability
Obor OECD: Physical chemistry
Impakt faktor: 3.3, rok: 2022
Způsob publikování: Omezený přístup
https://doi.org/10.1039/D2CP02325C

Herein, we investigate the structure-property relationships in a new series of benzothiazole based unsymmetrical hexafluorocyclopentene dithienylethenes (DTEs) and compare the results with the known facts for symmetric diarylethenes (DAEs). We reveal high photocyclization efficiency resulting from a significant shift of ground state equilibrium to the antiparallel conformation and a barrierless excited state pathway to conical intersection, which remains unperturbed even in polar solvents for most of the prepared DTEs. Furthermore, we uncover that the rate of back thermal cycloreversion correlates clearly more with the central C-C bond-length in the transition state than with the central C-C bond-length in the ground state of the cyclic form. Finally, our detailed vibrational spectral analysis of studied DTEs points out significant changes in Raman and infrared spectra during photoswitching cycles which pave the way for a non-destructive readout of stored information.
Trvalý link: https://hdl.handle.net/11104/0334405