Photochemical studies on bis-sulfide and -sulfone tethered polyenic derivatives

This study focusses on the [2 + 2]-photocycloaddition of a symmetric polyenic system tethered by an aryl bis-sulfide or sulfone platform. Using direct irradiation or photosensitization, no expected ladderane product was isolated. In most cases, only tricyclic products including a single cyclobutane...

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Veröffentlicht in:Organic & biomolecular chemistry 2017, Vol.15 (19), p.4180-4190
Hauptverfasser: Guélen, Simon, Blazejak, Max, Chamoreau, Lise-Marie, Huguet, Arnaud, Derenne, Sylvie, Volatron, François, Mouriès-Mansuy, Virginie, Fensterbank, Louis
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Sprache:eng
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Zusammenfassung:This study focusses on the [2 + 2]-photocycloaddition of a symmetric polyenic system tethered by an aryl bis-sulfide or sulfone platform. Using direct irradiation or photosensitization, no expected ladderane product was isolated. In most cases, only tricyclic products including a single cyclobutane moiety were formed. Irradiation of bis-acrylic precursors in water with encapsulation by a host (cyclodextrin or cucurbituril) provided a stereoselective access to valuable cyclobutyl adducts.
ISSN:1477-0520
1477-0539
DOI:10.1039/c7ob00551b