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

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 de...

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Autores principales: Bolotova, Iumzhana A., Ustyuzhanin, Alexander O., Sergeeva, Ekaterina S., Faizdrakhmanova, Anna A., Hai, Yu, Stepanov, Andrey V., Ushakov, Igor A., Lyssenko, Konstantin A., You, Lei, Lvov, Andrey G.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10498723/
https://www.ncbi.nlm.nih.gov/pubmed/37712048
http://dx.doi.org/10.1039/d3sc02165c
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author Bolotova, Iumzhana A.
Ustyuzhanin, Alexander O.
Sergeeva, Ekaterina S.
Faizdrakhmanova, Anna A.
Hai, Yu
Stepanov, Andrey V.
Ushakov, Igor A.
Lyssenko, Konstantin A.
You, Lei
Lvov, Andrey G.
author_facet Bolotova, Iumzhana A.
Ustyuzhanin, Alexander O.
Sergeeva, Ekaterina S.
Faizdrakhmanova, Anna A.
Hai, Yu
Stepanov, Andrey V.
Ushakov, Igor A.
Lyssenko, Konstantin A.
You, Lei
Lvov, Andrey G.
author_sort Bolotova, Iumzhana A.
collection PubMed
description 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.
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spelling pubmed-104987232023-09-14 2,3-Diarylmaleate salts as a versatile class of diarylethenes with a full spectrum of photoactivity in water Bolotova, Iumzhana A. Ustyuzhanin, Alexander O. Sergeeva, Ekaterina S. Faizdrakhmanova, Anna A. Hai, Yu Stepanov, Andrey V. Ushakov, Igor A. Lyssenko, Konstantin A. You, Lei Lvov, Andrey G. Chem Sci Chemistry 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. The Royal Society of Chemistry 2023-08-18 /pmc/articles/PMC10498723/ /pubmed/37712048 http://dx.doi.org/10.1039/d3sc02165c Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Bolotova, Iumzhana A.
Ustyuzhanin, Alexander O.
Sergeeva, Ekaterina S.
Faizdrakhmanova, Anna A.
Hai, Yu
Stepanov, Andrey V.
Ushakov, Igor A.
Lyssenko, Konstantin A.
You, Lei
Lvov, Andrey G.
2,3-Diarylmaleate salts as a versatile class of diarylethenes with a full spectrum of photoactivity in water
title 2,3-Diarylmaleate salts as a versatile class of diarylethenes with a full spectrum of photoactivity in water
title_full 2,3-Diarylmaleate salts as a versatile class of diarylethenes with a full spectrum of photoactivity in water
title_fullStr 2,3-Diarylmaleate salts as a versatile class of diarylethenes with a full spectrum of photoactivity in water
title_full_unstemmed 2,3-Diarylmaleate salts as a versatile class of diarylethenes with a full spectrum of photoactivity in water
title_short 2,3-Diarylmaleate salts as a versatile class of diarylethenes with a full spectrum of photoactivity in water
title_sort 2,3-diarylmaleate salts as a versatile class of diarylethenes with a full spectrum of photoactivity in water
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10498723/
https://www.ncbi.nlm.nih.gov/pubmed/37712048
http://dx.doi.org/10.1039/d3sc02165c
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