Stiff-stilbene, a sterically restricted fused ring analogue of stilbene, has been regularly used as a model compound in theoretical studies of stilbene photoisomerization. Lately, owing to its excellent photoswitching properties, it is increasingly being applied to reversibly control the properties and function of chemical as well as biological systems. Stiff-stilbene photoswitches possess a number of advantageous properties including a high quantum yield for photoisomerization and a high thermal stability. Furthermore, they undergo a large geometrical change upon isomerization and their synthesis is straightforward. Herein, we provide an overview of the basic properties of stiff-stilbene and of recent applications in supramolecular chemistry, catalysis, and biological systems. © 2020 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.
David Villarón, Sander J Wezenberg. Stiff-Stilbene Photoswitches: From Fundamental Studies to Emergent Applications. Angewandte Chemie (International ed. in English). 2020 Aug 03;59(32):13192-13202
PMID: 32222016
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