Abstract
Long-chain alkylated 1,3-diphenyl-2-propanones are used in the synthesis of graphene nanostructures (graphene nanoribbons and quantum dots). A reliable procedure to obtain mono- or dialkylated diphenyl-2-propanones in 26 and 38% yields has been proposed. The method includes the dioxolane protection of the keto group in 1,3-di-(4-bromophenyl)-2-propanone, then a palladium-catalyzed cross-coupling reaction of the obtained dioxolane with one-and-a-half- or four-fold excess of dodecyl magnesium bromide that leads to a predominant formation of mono- or dialkylation products respectively, followed by hydrolysis of dioxolanes at the last stage to form the desired diphenyl-2-propanones.
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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 0172–0175, January, 2020.
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Ten, Y.A., Troshkova, N.M. & Tretyakov, E.V. Method of preparation of alkylated 1,3-diphenylpropan-2-ones, the components for assembly of graphene nanostructures. Russ Chem Bull 69, 172–175 (2020). https://doi.org/10.1007/s11172-020-2740-8
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DOI: https://doi.org/10.1007/s11172-020-2740-8