Posttreatment Technique for S[N]2 Alkylation of Aromatics with Alkyl Halides : Aiming toward Large-Scale Synthesis of Building Blocks for Soft π-Molecular Materials

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<jats:title>Abstract</jats:title> <jats:p>Unreacted alkyl halide and byproduct olefin contaminants in products of SN2 alkylation reactions of aromatic compounds can be efficiently removed by sequential posttreatments with a base and a boron compound (sodium borohydride or 9-borabicyclo[3.3.1]nonane), followed by column chromatography on silica gel. These treatments permit large-scale purification of various alkylated aromatics, thereby assisting in the development of soft π-conjugated materials, such as monomers for semiconducting polymers or alkylated π-functional liquids.</jats:p>

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