Synthesis of polymers bearing sulfoxide groups by oxidation of monothio-orthoesters and their rearrangement into carboxylic ester-containing monomers and polymers
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Add time:09/10/2019 Source:sciencedirect.com
Reaction of monomers, polymers and copolymers containing monothio-orthoester groups with meta-chloroperoxybenzoic acid in CH2Cl2 at 20°C affords the corresponding S-oxides. The chemoselective conversion of alkythio group into a sulfoxide moiety was achieved with monomers, polymers and copolymers bearing monothio-orthoester functionality to yield the first examples of sulfoxide monothio-orthoesters. These compounds are rather unstable and undergo a novel rearrangement to carboxylic esters and (co)polyesters at room temperature. The process is proposed as a convenient synthetic route for preparing (co)polymers bearing carboxylic ester functions in the side-chains.
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