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Dithienylethene‐Based Photochromic Siloles: A Straightforward and Divergent Synthetic Strategy
Author(s) -
Devillard Marc,
Nour Eddine Nour,
Cordier Marie,
Alcaraz Gilles
Publication year - 2021
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.202102540
Subject(s) - photochromism , stoichiometry , combinatorial chemistry , chemistry , polymer , catalysis , materials science , photochemistry , polymer chemistry , organic chemistry
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.