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Boron-Catalyzed Polymerization of Dienyltriphenylarsonium Ylides: On the Way to Pure C5 Polymerization.

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 an 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 the ylides facilitates the formation of C5 segments. A mechanism was proposed based on NMR characterization and DFT calculations. The high C5 content ensures that things are on the right track for pure C5 homopolymerization.

SUBMITTER: Wang X

PROVIDER: S-EPMC8049021 | biostudies-literature | 2021 Apr

REPOSITORIES: biostudies-literature

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Boron-Catalyzed Polymerization of Dienyltriphenylarsonium Ylides: On the Way to Pure C5 Polymerization.

Wang Xin X Hadjichristidis Nikos N

Angewandte Chemie (International ed. in English) 20210301 15

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 an 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 the ylides facilitates the formation of C5 segments. A mechanism was p ...[more]

PMID: 33432725

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