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    Metal-Free a Simple and Versatile N ? B Dative Bond Stabilized Boron-Based Catalysts for Transfer Hydrogenation of Aromatic Ketones
    (Springer, 2024) Soylemez, Rahime; Kilic, Ahmet; Karaca, Emine Ozge; Ozdemir, Ismail
    In this study, novel boron-containing salen ligands (1 and 2) and their tetra-coordinated boron-based polymers (1a-b and 2a-b) containing N -> B coordination bonds were synthesized under suitable conditions. In the first step, the synthesis of boron-containing salen ligands (1 and 2) was carried out as a result of the reaction of 4-formyl phenylboronic acid with different primary amines. Then, the obtained boron-containing salen ligands (1 and 2) were reacted with pentaerythritol and different N-donor ligands, respectively, to synthesize tetra-coordinated polymers (1a-b and 2a-b) containing N -> B coordination bonds. Synthesized boron-containing salen ligands and corresponding tetra-coordinated polymers containing (N -> B) coordination bonds were characterized by melting point, elemental analysis, LC-MS/MS spectrometer, FT-IR, UV-Vis and NMR (H-1, C-13, and B-11) spectroscopy for illuminate of their structures. The use of synthesized boron-containing salen ligands (1 and 2) and their polymers (1a-b and 2a-b) containing N -> B coordination bonds as novel organocatalysts were tested for the transfer hydrogenation of various aromatic ketones under suitable conditions. Considering all the catalytic results, it was seen that salen ligands (1 and 2) and tetra-coordinated boron-based polymers (1a-b and 2a-b) containing N -> B coordination bonds to be suitable organocatalysts in the future for transfer hydrogenation with other boron compounds. [GRAPHICS]
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    The orthopalladation dinuclear [Pd(L1)(?-OAc)]2, [Pd(L2)(?-OAc)]2 and mononuclear [Pd(L3)2] complexes with [N, C, O] or [N, O] containing ligands: Synthesis, spectral characterization, electrochemistry and catalytic properties
    (Elsevier Science Sa, 2010) Kilic, Ahmet; Kilinc, Dilek; Tas, Esref; Yilmaz, Ismail; Durgun, Mustafa; Ozdemir, Ismail; Yasar, Sedat
    Treatment of the salicylaldimine ligands (L1H, L2H, L3H, L4H and L5H) with palladium(II) acetate in absolute ethanol gave the orthopalladation dinuclear [Pd(L-1)(mu-OAc)](2), [Pd(L-2)(mu-OAc)](2) and mononuclear [Pd(L-3)(2)] with the tetradentate ligands [N, C, O] or [N, O] moiety. The ligands L1H and L2H are coordinated through the imine nitrogen and aromatic ortho carbon atoms, whereas the ligand L3H coordinated through the imine nitrogen and phenolic oxygens atoms. The Pd(II) complexes have a square-planar structure and were found to be effective catalysts for the hydrogenation of both nitrobenzene and cyclohexene. These metal complexes were also tested as catalysts in Suzuki-Miyaura coupling of aryl bromide in the presence of K2CO3. The catalytic studies showed that the introduction of different groups on the salicyl ring of the molecules effected the catalytic activity towards hydrogenation of nitrobenzene and cyclohexene in DMF at 25 and 45 degrees C. The Pd(II) complexes easily prepared from cheap materials could be used as versatile and efficient catalysts for different C-C coupling reactions (Suzuki-Miyaura reactions). The structure of ligands and their complexes was characterized by UV-Vis, FT-IR, H-1 and C-13 NMR, elemental analysis, molar conductivity, as well as by electrochemical techniques. (C) 2009 Elsevier B.V. All rights reserved.