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Boron‐Catalyzed Polymerization of Dienyltriphenylarsonium Ylides: On the Way to Pure C5 Polymerization
Author(s) -
Wang Xin,
Hadjichristidis Nikos
Publication year - 2021
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202015217
Subject(s) - polymerization , monomer , substituent , chemistry , polymer chemistry , triethylborane , chain growth polymerization , conjugated system , photochemistry , living polymerization , bulk polymerization , chain termination , catalysis , radical polymerization , polymer , organic chemistry
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.