Mechanism of photochromic transformations and photodegradation of an asymmetrical 2,3-diarylcyclopentenone

Mechanism of photochromic transformations and photodegradation of an asymmetrical 2,3-diarylcyclopentenone Научная публикация

Журнал

Physical Chemistry Chemical Physics
ISSN: 1463-9076 , E-ISSN: 1463-9084

Вых. Данные

Год: 2020, Том: 22, Номер: 9, Страницы: 5220-5228 Страниц : 9 DOI: 10.1039/c9cp05744g

Авторы

Oplachko Maria V ^1,2 , Smolentsev Artem B ² , Magin Ilya M ² , Pozdnyakov Ivan P ^1,2 , Nichiporenko Vladislav A ^1,2 , Grivin Vjacheslav P ^1,2 , Plyusnin Victor F ^1,2 , Vyazovkin Vladimir V ² , Yanshole Vadim V ^1,3 , Parkhats Marina V ⁴ , Yadykov Anton V ⁵ , Shirinian Valerii Z ⁵ , Glebov Evgeni M ^1,2

Организации

1	Novosibirsk State University, 2 Pirogova Str., Novosibirsk, Russian Federation
2	V.V. Voevodsky Institute of Chemical Kinetics and Combustion, 3 Institutskaya Str., Novosibirsk, Russian Federation
3	International Tomography Center SB RAS, 3a Institutskaya str., 630090 Novosibirsk, Russian Federation
4	B.I. Stepanov Institute of Physics, National of Academy of Sciences of Belarus, 68 Nezavisimosti Av., 220072 Minsk, Belarus
5	N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47, Leninsky prosp., 119991 Moscow, Russian Federation

A mechanistic study of the photochromic properties and photodegradation processes of an asymmetrical diarylcyclopentenone bearing thiophene and benzothiophene units using stationary photolysis, nanosecond laser flash photolysis and time-resolved luminescence was performed. It was found that the light-induced reversible isomerization of (3-(2,5-dimethyltiophen-3-il)-2-(2-methyl-1-benzylthiophen-3-il)cyclopent-2-en-1-one, compound 1) from open to closed form is a common photochromic transformation inherent to diarylethenes, while the photodegradation process proceeds in two ways. The first is a formal 1,2-dyotropic rearrangement, proceeding without the participation of oxygen. The second is the oxygen-dependent mechanism involving the excitation of the open form 1A into the triplet state, quenching of the latter by dissolved oxygen, and oxidation of the initial compound by singlet oxygen.

Oplachko M.V. , Smolentsev A.B. , Magin I.M. , Pozdnyakov I.P. , Nichiporenko V.A. , Grivin V.P. , Plyusnin V.F. , Vyazovkin V.V. , Yanshole V.V. , Parkhats M.V. , Yadykov A.V. , Shirinian V.Z. , Glebov E.M.
Mechanism of photochromic transformations and photodegradation of an asymmetrical 2,3-diarylcyclopentenone
Physical Chemistry Chemical Physics. 2020. V.22. N9. P.5220-5228. DOI: 10.1039/c9cp05744g WOS Scopus OpenAlex

Web of science:	WOS:000519248900036
Scopus:	2-s2.0-85081094174
OpenAlex:	W3004507473

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Scopus	15
Web of science	13