Photoreactions of Semi-Stiff-Diarylethenes Based on the Cyclohexenol Motif

Nonsymmetric diarylethenes with an additional "stiff" cyclohexenol ring undergo various types of tandem transformations launched by light-induced 6π-photocyclization. Among these, there are two novel reactions (formal [1,3]-H migration and complete aromatization to an anthracene derivative) as well as photorearrangement and formal methane elimination. This diverse reactivity demonstrates the great potential of <i>semi</i>-<i>stiff</i>-diarylethenes in synthetic photochemistry.

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Publication Details

Journal
Organic Letters
Published
2024-09-05
DOI
https://doi.org/10.1021/acs.orglett.4c02659
Citations
4
Primary Topic
Photochromic and Fluorescence Chemistry
Type
article
Field-Weighted Citation Impact
0.47

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article

Photoreactions of Semi-Stiff-Diarylethenes Based on the Cyclohexenol Motif

Ekaterina S. Sergeeva, Валерий З. Ширинян, Dmitry V. Pavlov, Andrey G. Lvov et al.
4 citations
Organic Letters
Photochromic and Fluorescence Chemistry
0.47
article

Photoreactions of Semi-Stiff-Diarylethenes Based on the Cyclohexenol Motif

Ekaterina S. Sergeeva, Валерий З. Ширинян, Dmitry V. Pavlov, Andrey G. Lvov, Igor Ushakov, Анна В. Вологжанина, Konstantin A. Lyssenko, Anastasia A. Svistova
article en
4 citations

Abstract

Nonsymmetric diarylethenes with an additional "stiff" cyclohexenol ring undergo various types of tandem transformations launched by light-induced 6π-photocyclization. Among these, there are two novel reactions (formal [1,3]-H migration and complete aromatization to an anthracene derivative) as well as photorearrangement and formal methane elimination. This diverse reactivity demonstrates the great potential of <i>semi</i>-<i>stiff</i>-diarylethenes in synthetic photochemistry.

Organic LettersVol. 26(37)
Lomonosov Moscow State University (RU), A. N. Nesmeyanov Institute of Organoelement Compounds (RU), N.D. Zelinsky Institute of Organic Chemistry (RU), A.E. Favorsky Irkutsk Institute of Chemistry (RU), Irkutsk National Research Technical University (RU)
Ministry of Science and Higher Education of the Russian Federation
Openalex Percentile: Top 39%
Photochromic and Fluorescence Chemistry
0.47
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