Boron-Catalyzed Polymerization of Dienyltriphenylarsonium Ylides: On the Way to Pure C5 Polymerization.
arsonium
boranes
polymers
reaction mechanisms
ylides
Journal
Angewandte Chemie (International ed. in English)
ISSN: 1521-3773
Titre abrégé: Angew Chem Int Ed Engl
Pays: Germany
ID NLM: 0370543
Informations de publication
Date de publication:
06 Apr 2021
06 Apr 2021
Historique:
revised:
07
12
2020
received:
14
11
2020
pubmed:
13
1
2021
medline:
13
1
2021
entrez:
12
1
2021
Statut:
ppublish
Résumé
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.
Identifiants
pubmed: 33432725
doi: 10.1002/anie.202015217
pmc: PMC8049021
doi:
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
8431-8434Informations de copyright
© 2021 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH.
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