TY - JOUR

T1 - Multifunctional fluorescent diarylethene: time-resolved study of photochemistry

AU - Semionova, Veronica V

AU - Pozdnyakov, Ivan P

AU - Grivin, Vjacheslav P

AU - Plyusnin, Victor F

AU - Tsentalovich, Yuri P

AU - Shirinian, Valerii Z

AU - Melnikov, Alexei A

AU - Chekalin, Sergei V

AU - Lvov, Andrey G

AU - Glebov, Evgeni M

N1 - Veronica V. Semionova, Ivan P. Pozdnyakov, Vjacheslav P. Grivin and Evgeni M. Glebov (Voevodsky Institute of Chemical Kinetics and Combustion SB RAS) acknowledge the core funding from the Russian Federal Ministry of Science and Higher Education. Andrey G. Lvov acknowledges the core funding from the Russian Federal Ministry of Science and Higher Education. Andrey G. Lvov acknowledges the Scientific and Educational Centre “Baikal” (FZZS-2021-0006). In memoriam of Professor Victor F. Plyusnin.

PY - 2023/5/24

Y1 - 2023/5/24

N2 - 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.

AB - 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.

UR - https://www.scopus.com/record/display.uri?eid=2-s2.0-85160012953&origin=inward&txGid=16ac170e807640e1834b5235b7e69be8

U2 - 10.1039/d2cp05922c

DO - 10.1039/d2cp05922c

M3 - Article

C2 - 37165694

VL - 25

SP - 14179

EP - 14192

JO - Physical Chemistry Chemical Physics

JF - Physical Chemistry Chemical Physics

SN - 1463-9076

IS - 20

ER -