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Issue 19, 2017
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Photochemical studies on bis-sulfide and -sulfone tethered polyenic derivatives

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Abstract

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.

Graphical abstract: Photochemical studies on bis-sulfide and -sulfone tethered polyenic derivatives

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Publication details

The article was received on 03 Mar 2017, accepted on 05 Apr 2017 and first published on 05 Apr 2017


Article type: Paper
DOI: 10.1039/C7OB00551B
Citation: Org. Biomol. Chem., 2017,15, 4180-4190
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    Photochemical studies on bis-sulfide and -sulfone tethered polyenic derivatives

    S. Guélen, M. Blazejak, L. Chamoreau, A. Huguet, S. Derenne, F. Volatron, V. Mouriès-Mansuy and L. Fensterbank, Org. Biomol. Chem., 2017, 15, 4180
    DOI: 10.1039/C7OB00551B

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