Rhodium‐Catalyzed Stitching Polymerization of 1,5‐Hexadiynes and Related Oligoalkynes

A new mode of polymerization, rhodium‐catalyzed stitching polymerization, has been developed for the synthesis of π‐conjugated polymers with bridged repeating units from nonconjugated 1,5‐hexadiynes containing both terminal and internal alkyne moieties as monomers. The polymerization proceeded smoot...

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Veröffentlicht in:Angewandte Chemie International Edition 2019-04, Vol.58 (17), p.5734-5738
Hauptverfasser: Ikeda, Sho, Shintani, Ryo
Format: Artikel
Sprache:eng
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Zusammenfassung:A new mode of polymerization, rhodium‐catalyzed stitching polymerization, has been developed for the synthesis of π‐conjugated polymers with bridged repeating units from nonconjugated 1,5‐hexadiynes containing both terminal and internal alkyne moieties as monomers. The polymerization proceeded smoothly with a high degree of stitching efficiency under mild conditions, and 1,5,9‐decatriyne and 1,5,9,13‐tetradecatetrayne monomers could also be employed. The present polymerization strategy would be particularly beneficial for the synthesis of polymers consisting of a repeating unit that is difficult to prepare as a stable monomer because it does not require the use of a preformed bridged π‐conjugated monomer. A stitch in time saves… the preparation of a bridged π‐conjugated monomer: The title polymerization mode was developed for the synthesis of π‐conjugated polymers with bridged repeating units from nonconjugated oligoalkyne monomers containing both terminal and internal alkyne moieties (see scheme). The polymerization proceeded smoothly with a high degree of stitching efficiency under mild conditions.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201901148