Boron-catalyzed Polymerization of Dienyltriphenylarsonium Ylides: on the Way to Pure C5 Polymerization

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Abstract

The first C5 polymerization is reported, where the main-chain is growing by five carbon atoms of the monomer at a time. Three dienyltriphenylarsonium ylide monomers were synthesized and polymerized with triethylborane as initiator leading to random terpolymers (C1, C3, C5) with mainly C5 repeating units (up to 84.1%). It has been found that the methyl group (electron-donating substituent) on the conjugated double bond of ylides facilitates the formation of C5 segments. A mechanism was proposed based on NMR characterization and DFT calculations. The high C5 content ensures that we are on the right track for pure C5 homopolymerization.
Original languageEnglish (US)
JournalAngewandte Chemie
DOIs
StatePublished - Jan 11 2021

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