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Competition between Two Modes of 6π‐Photocyclization: A Case Study for 3‐(1,2‐Diarylvinyl)‐2‐arylimidazo[1,2‐<i>a</i>]pyridinesстатья
- Авторы: Ustyuzhanin Alexander O., Bidusenko Ivan A., Kouame Eric Koffi, Ushakov Igor A., Gudovannyy Alexey O., Lyssenko Konstantin A., Schmidt Elena Yu, Lvov Andrey G.
- Журнал: European Journal of Organic Chemistry
- Том: 2022
- Номер: 37
- Год издания: 2022
- Издательство: John Wiley & Sons Ltd.
- Местоположение издательства: United Kingdom
- DOI: 10.1002/ejoc.202200921
- Аннотация: The photochemical 6π-electrocyclization of diarylethenes (DAE), 2-vinylbiaryls (VBA) and their derivatives is widely used in organic synthesis. Combination of these motifs in one molecule opens the issue of selectivity of the photochemical reaction. We have found that upon UV irradiation, 3-(1,2-diarylvinyl)-2-arylimidazo[1,2-a]pyridines comprising both DAE and VBA moieties form products of VBA cyclization followed by oxidation. The selectivity of the process was rationalized by DFT calculations. The presented reaction gave access to highly fluorescent 5,6-diarylnaphtho[1′,2′:4,5]imidazo[1,2-a]pyridine derivatives.
- Добавил в систему: KOUAME KOFFI ERIC