Dithienylethene‐Based Photochromic Siloles: A Straightforward and Divergent Synthetic Strategy
Marc Devillard, Nour Nour Eddine, Marie Cordier≈, Gilles Alcaraz
Abstract
A straightforward synthetic methodology for the preparation of photochromic siloles based on the dithienylethene motif is developed. It relies upon an efficient palladium-catalyzed annulation reaction of a 2,3-bis(3-thienyl)-silirene with terminal alkynes in mild conditions. The reaction is functional group-tolerant and can be performed in high yields with a variety of functional terminal alkynes. It can even be extended to a polymeric polypropargylmethacrylamide (PPMA) substrate affording the corresponding photochromic polymer with different degree of photochromic unit incorporation by simply adjusting the polymer/ silirene stoichiometric ratio.
Topics & Concepts
PhotochromismStoichiometryCombinatorial chemistryChemistryPolymerCatalysisMaterials sciencePhotochemistryPolymer chemistryOrganic chemistryPhotochromic and Fluorescence ChemistryPorphyrin and Phthalocyanine ChemistryRadical Photochemical Reactions