Devillard Marc, Nour Eddine Nour, Cordier Marie, Alcaraz Gilles
ISCR (Institut des Sciences Chimiques de Rennes)-, UMR 6226, Univ Rennes, CNRS, 35000, Rennes, France.
Angew Chem Int Ed Engl. 2021 May 25;60(22):12356-12359. doi: 10.1002/anie.202102540. Epub 2021 Apr 21.
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.