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Multifunctional fluorescent diarylethene: time-resolved study of photochemistry Full article

Journal Physical Chemistry Chemical Physics
ISSN: 1463-9076 , E-ISSN: 1463-9084
Output data Year: 2023, Volume: 25, Number: 20, Pages: 14179-14192 Pages count : 14 DOI: 10.1039/d2cp05922c
Authors Semionova Veronica V 1 , Pozdnyakov Ivan P. 1 , Grivin Vjacheslav P. 1 , Plyusnin Victor F. 2,1 , Tsentalovich Yuri Pavlovich 3 , Shirinian Valerii Z. 4 , Melnikov Alexey A. 5 , Chekalin Sergey V. 5 , Lvov Andrey G. 6,7 , Glebov Evgeni 2,1
Affiliations
1 V.V. Voevodsky Institute of Chemical Kinetics and Combustion, Siberian Branch of the Russian Academy of Sciences, Novosibirsk, Russia
2 Novosibirsk State University, Novosibirsk, Russia
3 International Tomography Center, Siberian Branch of the Russian Academy of Sciences Novosibirsk, Russia
4 N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia
5 Institute of Spectroscopy, Russian Academy of Sciences, Troitsk, Moscow, Russia
6 A.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk, Russia
7 Irkutsk National Research Technical University, Irkutsk, Russia

Abstract: A study of luminescence and photochromic properties of (E)-2,3-bis(2,5-dimethylthiophen-3-yl)-5-(4-(pyrrolidin-1-yl)benzylidene)cyclopent-2-en-1-one, which is a diarylethene with a push–pull system between carbonyl and dimethylamino groups, was performed using time-resolved methods. The intramolecular charge transfer (ICT) process as well as 6π-electrocyclization and E-/Z-isomerization contribute to the complex light-induced properties of this molecule. Formation of unexpected short-lived intermediates was detected in the time range from 100 fs to 100 μs. A model based on two processes (additional photocyclization and interconversion between conformers) was proposed to rationalize this result. The key intermediates existing in the picosecond time domain are so-called precursors, which are proposed for both parallel (p) and anti-parallel (ap) isomers of the open form. In general, fast light-induced processes for the fluorescent diarylcyclopentenones are much more complicated than for the parent cyclopentenone-based DAE.
Cite: Semionova V.V. , Pozdnyakov I.P. , Grivin V.P. , Plyusnin V.F. , Tsentalovich Y.P. , Shirinian V.Z. , Melnikov A.A. , Chekalin S.V. , Lvov A.G. , Glebov E.
Multifunctional fluorescent diarylethene: time-resolved study of photochemistry
Physical Chemistry Chemical Physics. 2023. V.25. N20. P.14179-14192. DOI: 10.1039/d2cp05922c WOS Scopus OpenAlex
Identifiers:
Web of science: WOS:000985791000001
Scopus: 2-s2.0-85160012953
OpenAlex: W4367153985
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