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    Benzimidazolium sulfonate ligand precursors and application in ruthenium-catalyzed aromatic amine alkylation with alcohols
    (Elsevier, 2016) Kaloglu, Nazan; Ozdemir, Ismail; Gurbuz, Nevin; Achard, Mathieu; Bruneau, Christian
    New benzimidazolium sulfonate salts have been prepared and fully characterized. They have been associated in situ with [RuCl2(p-cymene)](2) to generate efficient catalytic systems operating at 120 degrees C under neat conditions in the presence of potassium tert-butylate for selective N-alkylation of primary aromatic amines into secondary amines. (C) 2015 Elsevier B.V. All rights reserved.
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    N-Alkylation and N,C-Dialkylation of Amines with Alcohols in the Presence of Ruthenium Catalysts with Chelating N-Heterocyclic Carbene Ligands
    (Amer Chemical Soc, 2015) Sahin, Zeynel; Gurbuz, Nevin; Ozdemir, Ismail; Sahin, Onur; Buyukgungor, Orhan; Achard, Mathieu; Bruneau, Christian
    A series of new benzimidazolium salts and ruthenium(II) complexes containing chelating N-heterocyclic carbenes (NHCs) functionalized with a benzylic group and an acetal group were prepared. All of the synthesized compounds were characterized by elemental analysis and NMR spectroscopy, and the molecular structures of 2c and 2d were determined by X-ray crystallography. All of the,complexes were tested in the alkylation of cyclic amine derivatives with alcohols and showed excellent activity in this reaction. Cyclic amines were alkylated with primary and heteroaromatic alcohols. The Ru-NHC Complexes also catalyzed N,C3-dialkylation of cyclic amines.
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    Ruthenium(II)-(Arene)-N-Heterocyclic Carbene Complexes: Efficient and Selective Catalysts for the N-Alkylation of Aromatic Amines with Alcohols
    (Wiley-V C H Verlag Gmbh, 2019) Kaloglu, Nazan; Achard, Mathieu; Bruneau, Christian; Ozdemir, Ismail
    A series of unsymmetrical 1,3-disubstituted benzimidazolium chlorides were synthesized as N-heterocyclic carbene (NHC) precursors. These compounds were used for synthesis of the new ruthenium(II) complexes of the type [RuCl2(arene)(NHC)], (arene = eta(6)-p-cymene). The structures of all compounds were characterized by H-1 NMR, C-13 NMR and FT-IR spectroscopy techniques. The catalytic activity of the ruthenium complexes has been evaluated with respect to the mono-N-alkylation reactions of aromatic amines with various alcohol derivatives under solvent-free conditions at 120 degrees C using the borrowing hydrogen strategy.
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    Synthesis of ruthenium N-heterocyclic carbene complexes and their catalytic activity for ?-alkylation of tertiary cyclic amines
    (Elsevier Science Sa, 2015) Ozdemir, Ismail; Dusunceli, Serpil Demir; Kaloglu, Nazan; Achard, Mathieu; Bruneau, Christian
    The novel ruthenium N-Heterocyclic carbene complexes are synthesized, and characterized by studying its H-1, C-13, elemental analysis, and X-ray. These complexes have been reported as promising catalyst for beta C-H bond functionalization of tertiary cyclic amines through hydrogen autotransfers in the presence of external acidic additive. The new catalytic products were characterized by H-1 NMR, C-13 NMR spectroscopic methods. (C) 2015 Elsevier B.V. All rights reserved.