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Catalytic Hydrogenation of Substituted Quinolines on Co–Graphene Composites

V. M. Asaula, Volodymyr V. Buryanov, Bohdan Y. Solod, Daryna M. Tryus, Olena O. Pariiska, I. E. Kotenko, Yulian M. Volovenko, Dmitriy M. Volochnyuk, Sergey V. Ryabukhin, Sergey V. Kolotilov

2021European Journal of Organic Chemistry20 citationsDOI

Abstract

Abstract A set of 20 composites was prepared by pyrolysis of Co 2+ complexes with 1,10‐phenanthroline, melamine and 1,2‐diaminobenzene. These composites were tested as the catalysts for the hydrogenation of quinolines. As shown by powder X‐ray diffraction and TEM, the composited contained Co particles of several dozen nm sizes. The composition (elements content), Raman spectra X‐ray photoelectron spectra parameters of the composites were analyzed. It was found that there was no distinct factor that controlled the yield of 1,2,3,4‐tetrahydroquinolines in the investigated process. The yields of the respective products were in the range 90–100 %. The three most active composites were selected for scale‐up and hydrogenation of a series of substituted quinolines. Up to 97 % yield of 1,2,3,4‐tetrahydroquinoline was obtained on a 50 g scale. Five representative substituted quinolines were synthesized on a 10–20 grams scale using the Co‐containing composites as the catalysts.

Topics & Concepts

CatalysisMelamineRaman spectroscopyYield (engineering)ChemistryPyrolysisComposite materialGrapheneOrganic chemistryMaterials scienceNanotechnologyOpticsPhysicsNanomaterials for catalytic reactionsAsymmetric Hydrogenation and CatalysisGraphene research and applications
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