2,3-Diarylmaleate salts as a versatile class of diarylethenes with a full spectrum of photoactivity in water.

Autor: Bolotova IA; Laboratory of Photoactive Compounds, A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences 1 Favorsky St. Irkutsk 664033 Russia http://www.lvovchem.ru lvov-andre@yandex.ru.; Irkutsk National Research Technical University 83, Lermontov St. Irkutsk 664074 Russia., Ustyuzhanin AO; Laboratory of Photoactive Compounds, A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences 1 Favorsky St. Irkutsk 664033 Russia http://www.lvovchem.ru lvov-andre@yandex.ru.; Irkutsk National Research Technical University 83, Lermontov St. Irkutsk 664074 Russia., Sergeeva ES; Laboratory of Photoactive Compounds, A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences 1 Favorsky St. Irkutsk 664033 Russia http://www.lvovchem.ru lvov-andre@yandex.ru.; Irkutsk National Research Technical University 83, Lermontov St. Irkutsk 664074 Russia., Faizdrakhmanova AA; Laboratory of Photoactive Compounds, A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences 1 Favorsky St. Irkutsk 664033 Russia http://www.lvovchem.ru lvov-andre@yandex.ru.; Irkutsk National Research Technical University 83, Lermontov St. Irkutsk 664074 Russia., Hai Y; State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences Fuzhou 350002 China lyou@fjirsm.ac.cn., Stepanov AV; Laboratory of Photoactive Compounds, A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences 1 Favorsky St. Irkutsk 664033 Russia http://www.lvovchem.ru lvov-andre@yandex.ru.; Irkutsk National Research Technical University 83, Lermontov St. Irkutsk 664074 Russia., Ushakov IA; Laboratory of Photoactive Compounds, A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences 1 Favorsky St. Irkutsk 664033 Russia http://www.lvovchem.ru lvov-andre@yandex.ru., Lyssenko KA; Department of Chemistry, Lomonosov Moscow State University Moscow 119992 Russia., You L; State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences Fuzhou 350002 China lyou@fjirsm.ac.cn., Lvov AG; Laboratory of Photoactive Compounds, A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences 1 Favorsky St. Irkutsk 664033 Russia http://www.lvovchem.ru lvov-andre@yandex.ru.; Irkutsk National Research Technical University 83, Lermontov St. Irkutsk 664074 Russia.
Jazyk: angličtina
Zdroj: Chemical science [Chem Sci] 2023 Aug 18; Vol. 14 (35), pp. 9553-9559. Date of Electronic Publication: 2023 Aug 18 (Print Publication: 2023).
DOI: 10.1039/d3sc02165c
Abstrakt: There is incessant interest in the transfer of common chemical processes from organic solvents to water, which is vital for the development of bioinspired and green chemical technologies. Diarylethenes feature a rich photochemistry, including both irreversible and reversible reactions that are in demand in organic synthesis, materials chemistry, and photopharmacology. Herein, we introduce the first versatile class of diarylethenes, namely, potassium 2,3-diarylmaleates (DAMs), that show excellent solubility in water. DAMs obtained from highly available precursors feature a full spectrum of photoactivity in water and undergo irreversible reactions (oxidative cyclization or rearrangement) or reversible photocyclization (switching), depending on their structure. This finding paves a way towards wider application of diarylethenes in photopharmacology and bioinspired technologies that require aqueous media for photochemical reactions.
Competing Interests: There are no conflicts to declare.
(This journal is © The Royal Society of Chemistry.)
Databáze: MEDLINE