Syndioselective Polymerization of a BN Aromatic Vinyl Monomer
journal contributionposted on 23.08.2018, 19:22 by Shehani N. Mendis, Tiffany Zhou, Rebekka S. Klausen
A new synthetic platform accessing stereoregular polar polyolefins is introduced. We showcase the stability of aromatic azaborine derivatives by demonstrating the syndioselective polymerization of BN 2-vinylnaphthalene (BN2VN) by a monocyclopentadienyl titanium complex. Homogeneous early transition metal catalysts are well-established systems for the synthesis of highly stereoregular syndiotactic polystyrene (sPS), but the oxophilic nature of these complexes results in catalyst decomposition with polar monomers. BN2VN’s compatibility with coordination polymerization, and its ability to intercept the mechanism of styrene polymerization, is attributed to its aromaticity. Stereoretentive postpolymerization oxidation of the organoborane side chain generates syndiotactic poly(vinyl alcohol) (sPVA), an example of PBN2VN’s potential for diverse postfunctionalization.
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BN 2VNsyndioselective polymerizationstereoregular syndiotactic polystyrenecomplexes resultsBN 2VN compatibilityBN 2- vinylnaphthaleneplatform accessing stereoregularoxophilic naturetransition metal catalystsSyndioselective Polymerizationstyrene polymerizationPBN 2VNBN Aromatic Vinyl Monomerazaborine derivativesStereoretentive postpolymerization oxidationcoordination polymerizationorganoborane side chaincatalyst decomposition