Dual-Wavelength Gated <i>oxo</i>-Diels–Alder Photoligation
Marc Villabona, Sandra Wiedbrauk, Florian Feist, Gonzalo Guirado, Jordi Hernando, Christopher Barner‐Kowollik
Abstract
The control of chemical functionalization with orthogonal light stimuli paves the way toward manipulating materials with unprecedented spatiotemporal resolution. To reach this goal, we herein introduce a photochemical reaction system that enables two-color control of covalent ligation via an oxo-Diels–Alder cycloaddition between two separate light-responsive molecular entities: a UV-activated photocaged diene based on ortho-quinodimethanes and a carbonyl dienophile appended to a diarylethene photoswitch, whose reactivity can be modulated upon illumination with UV and visible light.
Topics & Concepts
PhotoswitchDiaryletheneChemistryCycloadditionDiels–Alder reactionPhotochemistryDieneSurface modificationCovalent bondPhotochromismVisible spectrumCombinatorial chemistryOrganic chemistryOptoelectronicsCatalysisMaterials scienceNatural rubberPhysical chemistryPhotochromic and Fluorescence ChemistryRadical Photochemical ReactionsPolydiacetylene-based materials and applications