Enzyme model-catalyzed oxidative polymerization of 5-cyano-2-methoxyphenol, a new phenolic monomer with cyano substituent

Oxidative polymerization of 5-cyano-2-methoxyphenol was achieved with high C–O coupling selectivity by an enzyme model-catalyst as the first example of a cyano-substituted phenol. The electron-withdrawing/donating interaction of the substituents would lead to high reactivity and selectivity. Surpris...

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Bibliographic Details
Published in:Chemistry letters 2024-01, Vol.53 (1)
Main Authors: Takechi, Shimon, Oshima, Takahiro, Nakano, Akiyuki, Higashimura, Hideyuki
Format: Article
Language:English
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Summary:Oxidative polymerization of 5-cyano-2-methoxyphenol was achieved with high C–O coupling selectivity by an enzyme model-catalyst as the first example of a cyano-substituted phenol. The electron-withdrawing/donating interaction of the substituents would lead to high reactivity and selectivity. Surprisingly, the resulting polymer showed a very narrow molecular weight distribution. The polymer consisted of a linear unit with small amounts of branched and bent units, in which C=O structure was slightly detected but could be reduced by lowering the reaction temperature.
ISSN:0366-7022
1348-0715
DOI:10.1093/chemle/upae007