Premium
Highly Tin‐Selective Stille Coupling: Synthesis of a Polymer Containing a Stannole in the Main Chain
Author(s) -
Linshoeft Julian,
Baum Evan J.,
Hussain Andreas,
Gates Paul J.,
Näther Christian,
Staubitz Anne
Publication year - 2014
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.201407377
Subject(s) - stille reaction , bathochromic shift , tin , polymer , monomer , conjugated system , materials science , polymer chemistry , combinatorial chemistry , chemistry , composite material , fluorescence , optics , physics , metallurgy
The incorporation of heavier Group 14 element heteroles into semiconducting polymers leads to unusual optoelectronic properties. However, polymers containing stannoles have not been accessible to date. We report a synthetic route to a well‐defined, stannole‐containing polymer, the first example of this class of π‐conjugated polymers. This route was made possible by developing difunctionalized stannole monomers and highly tin‐selective Stille coupling reactions that leave the tin in the stannole untouched. Compared to poly(3‐ n ‐hexylthiophene), the resulting polymer displays a remarkable bathochromic shift in its absorption.