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- ItemCobalt pincer complexes for catalytic reduction of nitriles to primary amines(London : RSC Publ., 2019) Schneekönig, Jacob; Tannert, Bianca; Hornke, Helen; Beller, Matthias; Junge, KathrinVarious cobalt pincer type complexes 1-6 were applied for the catalytic hydrogenation of nitriles to amines. Among these, catalyst 4 is the most efficient, allowing the reduction of aromatic as well as aliphatic nitriles in moderate to excellent yields. © 2019 The Royal Society of Chemistry.
- ItemTowards a general ruthenium-catalyzed hydrogenation of secondary and tertiary amides to amines(Cambridge : RSC, 2016) Cabrero-Antonino, Jose R.; Alberico, Elisabetta; Junge, Kathrin; Junge, Henrik; Beller, MatthiasA broad range of secondary and tertiary amides has been hydrogenated to the corresponding amines under mild conditions using an in situ catalyst generated by combining [Ru(acac)3], 1,1,1-tris(diphenylphosphinomethyl)ethane (Triphos) and Yb(OTf)3. The presence of the metal triflate allows to mitigate reaction conditions compared to previous reports thus improving yields and selectivities in the desired amines. The excellent isolated yields of two scale-up experiments corroborate the feasibility of the reaction protocol. Control experiments indicate that, after the initial reduction of the amide carbonyl group, the reaction proceeds through the reductive amination of the alcohol with the amine arising from collapse of the intermediate hemiaminal.
- ItemHighly selective hydrogenation of amides catalysed by a molybdenum pincer complex : Scope and mechanism(Cambridge : RSC, 2019) Leischner, Thomas; Suarez, Lluis Artús; Spannenberg, Anke; Nova, Ainara; Junge, Kathrin; Nova, Ainara; Beller, MatthiasA series of molybdenum pincer complexes has been shown for the first time to be active in the catalytic hydrogenation of amides. Among the tested catalysts, Mo-1a proved to be particularly well suited for the selective C-N hydrogenolysis of N-methylated formanilides. Notably, high chemoselectivity was observed in the presence of certain reducible groups including even other amides. The general catalytic performance as well as selectivity issues could be rationalized taking an anionic Mo(0) as the active species. The interplay between the amide CO reduction and the catalyst poisoning by primary amides accounts for the selective hydrogenation of N-methylated formanilides. The catalyst resting state was found to be a Mo-alkoxo complex formed by reaction with the alcohol product. This species plays two opposed roles-it facilitates the protolytic cleavage of the C-N bond but it encumbers the activation of hydrogen. This journal is © The Royal Society of Chemistry.
- ItemMonodisperse nickel-nanoparticles for stereo- and chemoselective hydrogenation of alkynes to alkenes(Amsterdam [u.a.] : Elsevier, 2019) Murugesan, Kathiravan; Alshammari, Ahmad S.; Sohail, Manzar; Beller, Matthias; Jagadeesh, Rajenahally V.Here, we report the use of monosaccharides for the preparation of novel nickel nanoparticles (NP), which constitute selective hydrogenation catalysts. For example, immobilization of fructose and Ni(OAc)2 on silica and subsequent pyrolysis under inert atmosphere produced graphitic shells encapsulated Ni-NP with uniform size and distribution. Interestingly, fructose acts as structure controlling compound to generate specific graphitic layers and the formation of monodisperse NP. The resulting stable and reusable catalysts allow for stereo- and chemoselective semihydrogenation of functionalized and structurally diverse alkynes in high yields and selectivity. © 2019 The Author(s)