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Selenonium Polyelectrolyte Synthesis through Post-Polymerization Modifications of Poly (Glycidyl Methacrylate) Scaffolds.


ABSTRACT: Atom transfer radical polymerization of glycidyl methacrylate monomer with poly(ethylene glycol)-based macroinitiators leads to the formation of reactive block copolymers. The epoxide side-chains of these polymers can be subjected to a regiospecific base-catalyzed nucleophilic ring-opening reaction with benzeneselenol under ambient conditions. The ß-hydroxy selenide linkages thus formed can be alkylated to access polyselenonium salts. 77Se-NMR indicates the formation of diastereomers upon alkylation. In such a manner, sequential post-polymerization modifications of poly(glycidyl methacrylate) scaffolds via selenium-epoxy and selenoether alkylation reactions furnish practical access to poly(ethylene glycol)-based cationic organoselenium copolymers.

SUBMITTER: Eom T 

PROVIDER: S-EPMC7697662 | biostudies-literature | 2020 Nov

REPOSITORIES: biostudies-literature

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Selenonium Polyelectrolyte Synthesis through Post-Polymerization Modifications of Poly (Glycidyl Methacrylate) Scaffolds.

Eom Taejun T   Khan Anzar A  

Polymers 20201113 11


Atom transfer radical polymerization of glycidyl methacrylate monomer with poly(ethylene glycol)-based macroinitiators leads to the formation of reactive block copolymers. The epoxide side-chains of these polymers can be subjected to a regiospecific base-catalyzed nucleophilic ring-opening reaction with benzeneselenol under ambient conditions. The ß-hydroxy selenide linkages thus formed can be alkylated to access polyselenonium salts. <sup>77</sup>Se-NMR indicates the formation of diastereomers  ...[more]

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