RT info:eu-repo/semantics/article T1 Effect of Reaction Media on Photosensitized [2+2]- Cycloaddition of Cinnamates A1 Abramov, Alex A1 Reiser, Oliver A1 Díaz Díaz, David K1 [2+2]-cycloadditions K1 photosensitizers K1 supramolecular gels K1 diradicals K1 diastereoselectivity K1 photocatalysis K1 [2+2]-cicloadiciones K1 fotosensibilizadores K1 geles supramoleculares K1 fotocatálisis AB The outcome of photosensitized [2+2]-cycloaddition reactionsof various cinnamates has been compared in different reactionmedia, including homogeneous organic solutions under inertconditions, degassed water, and aerated physical gels. Thereactions were performed under LED blue light (λmax=455 nm)irradiation and [Ir{dF(CF3)ppy}2(dtb-bpy)]PF6 (1.0 mol%) as photocatalyst.The processes were optimized taking into considerationsolvent, gelator, and substrate. Comparative kineticsanalyses, as well as the effect of the reaction media on thediastereoselectivity of the process, were evaluated during thisinvestigation. In a number of cases, carrying out the reaction ina less polar solvent, like toluene or highly polar solvent, likewater had a tremendous impact on the diastereoselectivity ofthe process, pointing towards an effect on the stabilization ofthe putative diradical intermediate in this medium. Moreover,while for reactions run in homogeneous solution oxygen needsto be excluded, no erosion in yield is observed when thephotoadditions were run in aerated gel media. PB Wiley YR 2020 FD 2020 LK http://riull.ull.es/xmlui/handle/915/21327 UL http://riull.ull.es/xmlui/handle/915/21327 LA en NO Deutsche Forschungsgemeinschaft DS Repositorio institucional de la Universidad de La Laguna RD 10-oct-2024