Highly tin-selective stille coupling: Synthesis of a polymer containing a stannole in the main chain

Julian Linshoeft, Evan J. Baum, Andreas Hussain, Paul J. Gates, Christian Näther, Anne Staubitz

Research output: Contribution to journalArticle (Academic Journal)peer-review

40 Citations (Scopus)

Abstract

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 p-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-nhexylthiophene), the resulting polymer displays a remarkable bathochromic shift in its absorption.

Original languageEnglish
Pages (from-to)12916-12920
Number of pages5
JournalAngewandte Chemie - International Edition
Volume53
Issue number47
Early online date24 Sep 2014
DOIs
Publication statusPublished - 2015

Keywords

  • Cross-coupling
  • Main-group elements
  • Semiconducting polymers
  • Stannanes
  • Stannoles

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