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Öğe Advanced-designed Ru(II) complexes containing phosphinite ligands derived from chiral amino alcohols: Electrochemical behavior, DFT calculations, and biological activity(Elsevier Science Sa, 2025) Meriç, Nermin; Işık, Uğur; Dauletbakov, Anuar; Zolotareva, Darya; Zazybin, Alexey; Sever, Mehmet Serif; Okumus, Veysi; Kayan, Cezmi; Binbay, Nil Ertekin; Binbay, Veysel; Güzel, Remziye; Aydemir, MuratWe report two phosphinite ligands derived from chiral amino alcohols, and their complexes with ruthenium(II). These compounds were characterized by spectroscopic methods. Then, antimicrobial, antioxidant, and DNA binding activities of the chiral Ru(II)-phosphinite complexes were tested. Complex (1R)-2-{benzyl[(1S)-1(naphthalen-1-yl)ethyl]amino}-1-phenylethyl diphenylphos- phinito[dichloro(eta 6-p-cymene)ruthenium(II)], 7 showed both the highest radical scavenging activity (90.93 +/- 0.98 %) and the highest metal chelating activity (65.45 +/- 1.46 %) at 200.0 mg l-1 concentration. In addition, all of complexes had different rates of binding activity to calf thymus DNA (CT-DNA). Moreover, extensive theoretical and experimental investigations were conducted to gain a more profound understanding of the chemical descriptors and the diverse electronic transitions taking place within the ruthenium complexes, as well as their electrochemical characteristics.Öğe Aniline based aminophosphine and cationic bis phosphino amine Ru II complexes: Investigation of catalytic activity in transfer hydrogenation of ketones(Dicle Üniversitesi, 2013) Kayan, Cezmi; Meriç, Nermin; Aydemir, Murat; Baysal, Akın; Temel, HamdiHydrogen transfer reduction processes are attracting increasing interest from synthetic chemists in viewof their operational simplicity. For this aim, a series of Ru II complexes with the NPP and NHP ligandswere synthesized starting from the complex [Ru ?6-p-simen µ-Cl Cl]2. The complexes were fullycharacterized by analytical and spectroscopic methods. Complexes 1-4 catalyze the transfer hydrogenationof a variety of simple alkyl and aryl alkyl ketones to secondary alcohols in the presence of iso-PrOH as thehydrogen source. Notably 3 acts as an excellent catalyst giving the corresponding alcohols in excellentconversions up to 99% TOF:198 h-1Öğe Application of half-sandwich metal-phosphinite compounds to biological activities: Determine the energies of the HOMO and LUMO levels(Wiley-V C H Verlag Gmbh, 2023) Meriç, Nermin; Rafikova, Khadichakhan; Zazybin, Alexey; Güzel, Remziye; Kayan, Cezmi; Karakas, Duygu Elma; Dündar, Abdurrahman; Aydemir, MuratMononuclear transition metal complexes 1-(furan-2-yl)ethyldiphenyl[dichloro(eta(6)-p-cymene)ruthenium(II)]phosphinite, (2), 1-(furan-2-yl)ethyldiphenyl[dichloro(eta(6)-benzene) ruthenium(II)] phosphinite (3), 1-(furan-2-yl)ethyldipheny[chloro(eta(4)-1,5-cyclooctadiene)rhodium(I)]phosphinite (4), 1-(furan-2-yl)ethyldiphenyl[dichloro (eta(5)pentamethylcyclopentadienyl)iridium (III)] phosphinite (5) were synthesized and characterized by microanalysis, infrared, MS, and NMR spectroscopy. The biological activities of the complexes were also tested. Compounds 2 and 5 were the best complexes at DPPH radical scavenging and reducing power activity at 73.27 % and 0.41 at 200 mu g/mL, respectively. The highest antimicrobial activity exhibited by complex 3 as 14 mm inhibition zone against S. aureus. All of the complexes have cleaved the DNA from the double-strand and exhibited three bands on gel electrophoresis. Moreover, cyclic voltammetry studies of the phosphinite complexes were carried out to determine the energies of the HOMO and LUMO levels as well as to estimate their electrochemical and some electronic properties.Öğe The application of tunable tridendate P-based ligands for the Ru(II)-catalysed transfer hydrogenation of various ketones(Wiley, 2014) Meriç, Nermin; Durap, Feyyaz; Aydemir, Murat; Baysal, Akın; 0000-0001-7294-6792; 0000-0003-0899-1948Two novel versatile tridendate aminophosphine-phosphinite and phosphinite ligands were prepared and their trinuclear neutral ruthenium(II) dichloro complexes were found to be effective catalysts for the transfer hydrogenation of various ketones in excellent conversions up to 99% in the presence of 2-propanol/NaOH in 0.1M isopropanol solution. Particularly, [Ru-3(PPh2OC2H4)(2)N-PPh2((6)-p-cymene)(3)Cl-6] acts as an excellent catalyst giving the corresponding alcohols in excellent conversion up to 99% (turnover frequency1176h(-1)). A comparison of the catalytic properties of the complexes is also discussed briefly. Furthermore, the structures of these ligands and their corresponding complexes have also been clarified using a combination of multinuclear NMR spectroscopy, infrared spectroscopy and elemental analysis. H-1-C-13 HETCOR or H-1-H-1 COSY correlation experiments were used to confirm the spectral assignments. Copyright (c) 2014 John Wiley & Sons, Ltd.Öğe Biological assays and theoretical density functional theory calculations of Rh(I), Ir(III), and Ru(II) complexes of chiral phosphinite ligand(Wiley, 2020) Rafikova, Khadichakhan; Binbay, Nil Ertekin; Meriç, Nermin; Kerimkulova, Aygül; Zazybin, Alexey; Binbay, Veysel; Okumuş, Veysi; Kayan, Cezmi; Işık, Uğur; Aydemir, Murat; 0000-0003-1010-9563; 0000-0002-2488-0378; 0000-0001-8028-2244; 0000-0002-6244-9327Four metal complexes, IL-OPPh2-Ru-p-cymene (3), IL-OPPh2-Ru-benzene (4), IL-OPPh2-Ir-Cp* (5), IL-OPPh2-Rh-COD (6), have been evaluated for in vitro antioxidant activity such as 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging and reducing power activity. Maximum scavenging activity (71.43%) was obtained with IL-OPPh2-Ru-p-cymene, whereas IL-OPPh2-Rh-COD showed the highest reducing power ability. The complexes were also studied for their antimicrobial activity against three Gram-positive and three Gram-negative bacteria. In addition, DNA binding of the complexes was evaluated using calf thymus DNA. Both Ru(II) complexes exhibited good DNA-binding activity while the other complexes did not have any activity. Furthermore, ab initio quantum calculations of four complexes were also carried out using density functional theory to better understand their chemical behaviors.Öğe Biological assays, electrochemical behavior, and theoretical DFT calculations of Ru(II) complexes of chiral phosphinite based based on ?-amino alcohols: Transfer hyrogenation of ketones using a HCOOH/Et3N mixture(Elsevier B.V., 2024) Khadichakhan, Rafikova; Meriç, Nermin; Binbay, Nil Ertekin; Okumuş, Veysi; Sever, M. Şerif; Belyankova, Yelizaveta; Aydemir, MuratSynthesis of two phosphinite ligands based on β-amino alcohols, in high yields has been demonstrated. When we treated [Ru(arene)(μ-Cl)Cl]2 {arene:p-cymene,benzene} with chelating phosphinite ligands, we obtained neutral Ru(II)-complexes possessing the general formula [Ru(arene)phosphiniteCl2]. The structure of the ligands and complexes was confirmed using analytical and spectroscopic techniques. The quantum chemical calculations were carried out for the ruthenium complexes at the DFT/CAM-B3LYP level of theory in gas phase. The phosphinite complexes were subjected to cyclic voltammetry studies in order to determine the energies of HOMO and LUMO levels and to estimate their electrochemical and some electronic properties. Organic complex-based memory substrates were immobilized using TiO2-modified ITO electrodes, and the memory functions of phosphinite-based organic complexes were verified by chronoamperometry (CA) and open-circuit potential amperometry (OCPA). In the present study, the antioxidant potentials of ruthenium-based p-cymene and benzene complexes through DPPH radical scavenging, metal chelating, and reducing power activities were also determined. In addition, DNA binding abilities and antimicrobial activities of these complexes against pathogenic bacteria were studied. Finally, the ruthenium complex, (2S)-1-{[(2S)-2-[(diphenylphosphanyl)oxy]propyl][(1R)-1-phenylethyl]amino}propan-2-yldiphenyl phosphinitobis[dichloro(η6-benzene)ruthenium(II)] also catalyzed asymmetric transfer hydrogenation of acetophenone with high conversion (up to 99%) and good enantioselectivity (ee up to 89 %), in the existence of formic acid and triethylamine in dichloromethane medium under air atmosphere.Öğe Cross-coupling reactions in water using ionic liquid-based palladium(II)-phosphinite complexes as outstanding catalysts(Wiley, 2014) Meriç, Nermin; Aydemir, Murat; Işık, Uğur; Ocak, Yusuf Selim; Rafikova, Khadichakhan; Paşa, Salih; Kayan, Cezmi; Durap, Feyyaz; Temel, Hamdi; Zazybin, Alexey G.; 0000-0003-0899-1948; 0000-0002-6244-9327; 0000-0002-4792-8821Two new phosphinite ligands based on ionic liquids [(Ph2PO)C7H14N2Cl]Cl (1) and [(Cy2PO)C7H14N2Cl]Cl (2) were synthesized by reaction of 1-(3-chloro-2-hydoxypropyl)-3-methylimidazolium chloride, [C7H15N2OCl]Cl, with one equivalent of chlorodiphenylphosphine or chlorodicyclohexylphosphine, respectively, in anhydrous CH2Cl2 and under argon atmosphere. The reactions of 1 and 2 with MCl2(cod) (M=Pd, Pt; cod=1,5-cyclooctadiene) yield complexes cis-[M([(Ph2PO)C7H14N2Cl]Cl)(2)Cl-2] and cis-[M(Cy2PO)C7H14N2Cl]Cl)(2)Cl-2], respectively. All complexes were isolated as analytically pure substances and characterized using multi-nuclear NMR and infrared spectroscopies and elemental analysis. The catalytic activity of palladium complexes based on ionic liquid phosphinite ligands 1 and 2 was investigated in Suzuki cross-coupling. They show outstanding catalytic activity in coupling of a series of aryl bromides or aryl iodides with phenylboronic acid under the optimized reaction conditions in water. The complexes provide turnover frequencies of 57 600 and 232 800h(-1) in Suzuki coupling reactions of phenylboronic acid with p-bromoacetophenone or p-iodoacetophenone, respectively, which are the highest values ever reported among similar complexes for Suzuki coupling reactions in water as sole solvent in homogeneous catalysis. Furthermore, the palladium complexes were also found to be highly active catalysts in the Heck reaction affording trans-stilbenes. Copyright (c) 2014 John Wiley & Sons, Ltd.Öğe DFT investigation of transtion metals arene compounds with functionalized ionic liquid(INESEG Yayıncılık, 2022) Meriç, Nermin; Binbay, Nil Ertekin; Kayan, Cezmi; Binbay, Veysel; Aydemir, MuratElectrochemical properties and theoretical DFT computations have been carried out for the cationic parts of complexes of ionic liquid-based phosphinite, (1A-3A). The effects of the chemical structures of cationic parts of three complexes were examined in relation to the variable property of electron-donating ligands for ruthenium and iridium complexes were determined. Their potential energy surfaces in the ground state, electronic densities, and also frontier orbitals HOMO and LUMO have been obtained via DFT calculations. It has been shown that DFT calculations can successfully be used for exploring electrochemical properties of cations, which includes transition metals. It was revealed that complex 1A is the chemically softest molecule, while complex 2A is the most electrophilic one.Öğe Effect of initial configuration on DFT calculations for transition metal complexes(Osman SAĞDIÇ, 2019) Binbay, Nil E.; Binbay, Veysel; Aydemir, Murat; Durap, Feyyaz; Meriç, Nermin; Kayan, Cezmi; Arslan, NevinComputational methods, which solves the Schrödinger’s equation for molecules, have become an indispensable tool in last decades.And Density Functional Theory is one of the most used, and most effective computational method.Transition Metal complexes, on the other hand, have been being used extensively in many important applications in many fields, suchas chemical catalysts, atomic thin films, and pharmaceutical industry. Applying computational methods to transition metal complexeshas become inevitable to understand better, to control and to design these compounds.As it is known, it is very difficult to handle transition metals computationally, mostly due to near degeneracy in their electronic states.The computational algorithms usually cannot achieve as successive result as they can do for other typical elements, like carbon ornitrogen for instance. Computational methods are needed to be improved for properly deal with transition metal complexes. To findcomputationally cheaper but still effective methods to deal with these complexes is a major challenge.Unlike the analogue calculations, computational methods solve all equations iteratively, so there are major differences between thesetwo calculation types. The starting point in state space (the assumed initial conformation of molecule) is could have a stronger effectthen the expected, on the flow of the iterative solving algorithm of the computational approach.Here we present a comparative study for a Ruthenium complex. We have optimised the molecule several times. Each of the optimisationsstarted from different initial molecular conformations. Then we have compared the result in different ways, like calculation times andminimum energy that had reached, to see effect of starting configurations on the calculation.It is showed that, starting configuration is an important parameter for computational calculations of transition metal complexes, and itis needed to be carefully chosen to improve success of calculations.Öğe Ferrocene based chiral binuclear η6-benzene-Ru(II)-phosphinite complexes: Synthesis, characterization and catalytic activity in asymmetric reduction of ketones(Wiley, 2018) Al-bayati, Yaser W. Abdlhmed; Karakaş, Duygu Elma; Meriç, Nermin; Aydemir, Murat; Durap, Feyyaz; Baysal, Akın; 0000-0001-7294-6792; 0000-0003-0899-1948; 0000-0003-2582-9993In the present study, a series of chiral C-2-symmetric ferrocenyl based binuclear (6)-benzene-Ru(II) complexes bearing diphenylphosphinite and diisopropylphosphinite moieties have been synthesised. The new binuclear (6)-benzene-Ru(II)-phosphinite complexes were characterised based on nuclear magnetic resonance (H-1, C-13, P-31-NMR), FT-IR spectroscopy and elemental analysis. Then, these complexes have been screened as catalytic precursors in the transfer hydrogenation of acetophenone with 2-propanol as both the hydrogen source and solvent in the presence of KOH. The corresponding optically active secondary alcohols were obtained in excellent conversion rates between 96 and 99% and moderate to good enantioselectivities (up to 78% ee). The complex 5 was the most efficient catalyst among the four new complexes investigated herein.Öğe Half-sandwich ruthenium(II) and iridium(III) complexes of imidazole based phosphinite ligands: antioxidant and antibacterial activities as well as electrochemical properties(John Wiley and Sons Inc, 2024) Işık, Uğur; Rafikova, Khadichakhan; Meriç, Nermin; Güzel, Remziye; Kerimkulova, Aygül; Akimbek, Arailym; Okumuş, Veysi; Durap, Feyyaz; Kayan, Cezmi; Aydemir, MuratRuthenium(II) and iridium(III) complexes of phosphinites including imidazole moiety were synthesized and characterized by microanalysis, IR, MS, and NMR spectroscopies. Antibacterial activity against Gram-positive and Gram-negative bacterial strains was assessed in all complexes. The highest radical scavenging (72.2 %) was obtained for [3-(3-chloro-2-({[dichloro(η6-benzene)ruthenium]diphenylphosphanyl}oxy)propyl)-1-butyl-1H-imidazol-3-ium chloride], 4 at 200 μg/mL concentration, while [3-(3-chloro-2-({[dichloro(η5-pentamethylcyclopentadienyl)-iridium]diphenylphosphanyl}oxy)pro-pyl)-1-butyl-1H-imidazol-3-ium chloride], 6 demonstrated the highest antibacterial activity as 13 mm inhibition zone against E. hirea. Furthermore, optical and electrochemical featured of metal complexes containing imidazole phosphinite were investigated utilizing UV–vis absorption and cyclic voltammetry techniques. Consequently, all complexes can be proposed as metal-based charge convertible phosphinite complexes which may be employed as new generation and synergistic Dye-Sensitized Solar Cell (DSSC) materials.Öğe Heterodonör ligand sentezi ve katalitik uygulamalarının araştırılması(2015) Meriç, NerminOptikçe aktif bileşikler endüstriyel ve akademik alanda çok önemlidir. Asimetrik kataliz optikçe aktif bileşiklerin sentezi için ideal bir yöntem olarak kabul edilebilir. Özellikle asimetrik transfer hidrojenasyon, ketonlardan optikçe aktif ikincil alkolleri sentezlemek için kullanılan en etkileyici yöntemlerden biri olarak ortaya çıkmaktadır. Ayrıca transfer hidrojenasyon reaksiyonu yöntemin basit olması, çevreye zarar vermemesi ve reaksiyon koşullarının oldukça ılımlı ve kolay uygulanabilir olmasından dolayı da oldukça önemlidir. Fosfinit ve aminofosfin kimyası son yıllarda önemi giderek artan bir çalışma alanıdır. Bu ligandlar, P-O and P-N bağları içermeleri nedeniyle yapıları kolaylıkla modifiye edilebilirler. Böylelikle farklı yapısal özelliklere sahip yeni bileşiklerin elde edilmesine olanak sağlarlar. Modifiye edilmiş çok sayıda fosfinit ve aminofosfin-fosfinit türü ligandlar organometalik kimyada ve kataliz işlemlerinde (asimetrik transfer hidrojenasyon, hidrosilasyon, hidroformilasyon, v.b.) oldukça sık kullanılmaktadır. Her ne kadar fosfinit türü ligandların geçiş metal kompleksleri katalitik işlemlerde daha fazla aktivite gösterse de, aminofosfin kompleksleri ile kıyaslandığında fosfinit türü ligandlar nispeten daha az çalışılmıştır. Bu çalışmada, öncelikle literatüre uygun olarak 3-3'-diamino-2,2'-bipiridin, 3-3'- dihidroksi-2,2'-bipiridin, N,N'-bis[(1S)-1-benzil-2-hidroksietil]etandiamid, N,N'-bis[(1R)-1-etil- 2-hidroksietil]etandiamid, N,N'-bis[(1S)-1-izobutil-2-hidroksietil]etandiamid ve (R )-(-)-Nbenzil-4-hidroksimetil-3-azahekzan-1-ol bileşikleri sentezlendi. Daha sonra bu bileşikler Ph2PCl veya Cy2PCl ile etkileştirilerek P-NHR ve P-OR iskeletine sahip yedi P(III) türü ligand elde edildi. Bu ligandların [Ru(?6 -p-simen)Cl2]2 ile reaksiyona girmesiyle de yeni Ru(II) kompleksleri sentezlendi ve yapıları NMR, IR gibi spektroskopik yöntemler ve element analizi ile aydınlatıldı. Son olarak bu kompleksler ketonların transfer hidrojenasyon reaksiyonlarında katalizör olarak kullanıldı. Genel olarak yüksek dönüşüm ve bazı komplekslerde % 80’e ulaşan enantiyomerik fazlalık (ee) elde edildi. Anahtar Kelimeler: Fosfinit, Aminofosfin, Homojen Kataliz, Rutenyum, Asimetrik Transfer hidrojenasyon.Öğe İki çekirdekli rutenyum II aren komplekslerinin ketonların transfer hidrojenasyonuna uygulanması(Dicle Üniversitesi, 2013) Meriç, Nermin; Kayan, Cezmi; Aydemir, Murat; Ocak, Yusuf Selim; Baysal, Akın; Temel, HamdiGeçifl metal katalizörlerinin transfer hidrojenasyon reaksiyonuyla organik substratlara hidrojen katılmasıveya çıkarılması önemli bir sentetik araçtır. Bu amaçla, N3,N3'-di-2-hidroksibenziliden-[2,2']bipiridinil3,3'-diamin bilefliğinden elde edilen bir P-O ligandı olan N3,N3'-di-2- difenilfosfino benziliden-[2,2']bipiridinil3,3'-diaminin bir dizi metal kompleksi sentezlendi. N3,N3'-di-2- difenilfosfino benziliden-[2,2']bipiridinil3,3'-diaminin [Ru ?-benzen µ-Cl Cl] yada [Ru ?-p-simen µ-Cl Cl]2 ile reaksiyonu köprülü ve ikiçekirdekli [CH16N4{OPPh2-Ru ?6-benzen Cl2}2] 1 ve [Ckomplekslerini vermektedir. Ru II -bisfosfinit kompleksleri ayrıca basit birçok alkil ve aril alkil ketonuntransfer hidrojenasyonunda katalizör olarak kullanıldı ve iyi düzeyde % 99'a kadar dönüflümler eldeedildiÖğe Ketone transfer hydrogenation reactions catalyzed by catalysts based on a phosphinite ligand(Taylor & Francis, 2022) Rafikova, Khadichakhan; Baysal, Akın; Meriç, Nermin; Zazybin, Alexey; Kayan, Cezmi; Işık, Uğur; Durap, Feyyaz; Aydemir, MuratReaction of (+/-)-1-(2-furyl) ethanol with an equivalent Ph2PCl in the presence of Et3N proceeds in dry toluene under an argon atmosphere to give 1-(furan-2-yl)ethyl diphenylphosphinite (1) in good yield. Mononuclear complexes [dichloro(eta(6)-p-cymene)(1-furan-2-ylethyl diphenylphosphinite)ruthenium(II)] (2), [dichloro(eta(6)-benzene)(1-furan-2-ylethyl diphenylphosphinite)ruthenium(II)] (3), [chloro(eta(4)-1,5-cyclooctadiene)(1-furan-2-ylethyl diphenylphosphinite)rhodium(I)] (4) and [dichloro(eta(5)-pentamethylcyclopentadienyl)(1-furan-2-ylethyl diphenylphosphinite)iridium(III)] (5) were synthesized and characterized by microanalysis, infrared, MS, and NMR spectroscopies. The complexes are employed as catalysts in transfer hydrogenation of aromatic ketones. The complexes catalyzed reduction of a variety of aromatic ketone substrates bearing electron-withdrawing or donating substituents with very high conversion rates (up to 99%); 5 was the most efficient catalyst for the transfer hydrogenation of ketones.Öğe Mikrodalga yöntemiyle çözücüsüz ortamda amit sentezi(2017) Meriç, Nermin; Gümgüm, BahattinBu çalışmada, mikrodalga yöntemiyle çözücüsüz ortamda ?-hidroksiizobütirik asit ile anilin türevleri etkileştirilerek beş yeni amit elde edildi. Sonra farklı güçler farklı sürelerde uygulanarak bu amitleri en yüksek verimle elde etmek için gereken en uygun koşullar araştırıldı. Sentezlenen amitler IR, NMR, UV-görünür alan ve X ışınları spektroskopileri ile karakterize edildi. Ayrıca DL-mandelik asit ile anilin türevleri ve 2-pikolilamin etkileştirilerek yedi tane daha amit elde edildi.Öğe New chiral phosphinite ligands with C2-symmetric axis and their possible applications in Ru-catalyzed asymmetric transfer hydrogenation(Wiley, 2010) Aydemir, Murat; Meriç, Nermin; Baysal, Akın; Kayan, Cezmi; Toğrul, Mahmut; Gümgüm, Bahattin; 0000-0001-7294-6792; 0000-0001-5700-8546The new chiral ligands N,N'-bis-[(1R)-1-ethyl-2-O-(diphenylphosphinite)ethyl]ethanediamide, 1, and N,N'-bis-[(1S)-1-isobutyl-2-O-(diphenylphosphinite)ethyl]ethanediamide, 2, and the corresponding ruthenium complexes 3 and 4 were prepared and their structures were elucidated by a combination of multinuclear NMR spectroscopy, IR spectroscopy and elemental analysis. Following activation by NaOH, these chiral ruthenium complexes serve as catalyst precursors for the asymmetric transfer hydrogenation of acetophenone derivatives in iPrOH. The complexes 3 and 4 showed high catalytic activity but low selectivity in asymmetric transfer hydrogenation reactions. Copyright (C) 2009 John Wiley & Sons, Ltd.Öğe Novel cyclohexyl-based aminophosphine ligands and use of their Ru(II) complexes in transfer hydrogenation of ketones(Wiley, 2014) Kayan, Cezmi; Meriç, Nermin; Aydemir, Murat; Ocak, Yusuf Selim; Baysal, Akın; Temel, Hamdi; 0000-0001-7294-6792; 0000-0001-5700-8546Two new aminophosphines - furfuryl-(N-dicyclohexylphosphino)amine, [Cy2PNHCH2-C4H3O] (1) and thiophene-(N-dicyclohexylphosphino)amine, [Cy2PNHCH2-C4H3S] (2) - were prepared by the reaction of chlorodicyclohexylphosphine with furfurylamine and thiophene-2-methylamine. Reaction of the aminophosphines with [Ru((6)-p-cymene)(-Cl)Cl](2) or [Ru((6)-benzene)(-Cl)Cl](2) gave corresponding complexes [Ru(Cy2PNHCH2-C4H3O)((6)-p-cymene)Cl-2] (1a), [Ru(Cy2PNHCH2-C4H3O)((6)-benzene)Cl-2] (1b), [Ru(Cy2PNHCH2-C4H3S)((6)-p-cymene)Cl-2] (2a) and [Ru(Cy2PNHCH2-C4H3S)((6)-benzene)Cl-2] (2b), respectively, which are suitable catalyst precursors for the transfer hydrogenation of ketones. In particular, [Ru(Cy2PNHCH2-C4H3S)((6)-benzene)Cl-2] acts as a good catalyst, giving the corresponding alcohols in 98-99% yield in 30min at 82 degrees C (up to time of flight588h(-1)). Copyright (c) 2014 John Wiley & Sons, Ltd.Öğe NOVEL MONONUCLEAR METAL-PHOSPHINITE COMPOUNDS AND CATALYTIC PERFORMANCE IN TRANSFER HYDROGENATION OF KETONES(2022) Meriç, Nermin; Aydemir, Murat; Işık, UğurSince the obtained chiral alcohols are rather useful as well as biologically active compounds, reduction of ketones to their respective alcohols is a crucial topic in synthetic chemistry. Thus, a new phosphinite ligand was synthesized by the interaction of cationic species N-vinyl imidazolium (1) with PCy2Cl. This phosphinite ligand in combination with [Ru(?6-p-cymene)(µ-Cl)Cl]2 and Ir(?5-C5Me5)(?-Cl)Cl]2 gave active catalytic systems for transfer hydrogenation reaction. Under optimum circumstances, ruthenium complex (3) showed rather high conversion reduction reaction of acetophenone. Reversibility of the transfer hydrogenation reaction was found to be low under these reaction circumstances.Öğe Synthesis and characterization of a novel ionic liquid for preconcentration of Brilliant Blue FCF (E 133) from some foods by ultrasound assisted temperature controlled ionic liquid dispersive liquid liquid microextraction method prior to spectrophotometric analysis; A comparative study(Elsevier Ltd., 2024) Erek, Figen; Işık, Uğur; Meriç, NerminIn this study, a novel ionic liquid (3-(3-chloro-2-hydroxypropyl)-1-butyl-1H-imidazol-3-ium hexafluorophosphate, (IL-2) was synthesized and characterized by FT-IR, NMR (1H,13C,31P) spectroscopy, and TGA. Two microextraction methods, ultrasonic assisted ionic liquid dispersive liquid liquid microextraction (USA-IL-DLLME) and ultrasonic assisted-temperature controlled ionic liquid DLLME, have been developed for preconcentration of Brilliant Blue FCF (E133) from some food products by the sythesized IL-2. For optimization of the both methods, several parameters such as volume of IL-2, pH, temperature, ultrasonication time, extraction time, centrifugation time, and salt effect were investigated. The obtained results for both methods under optimum conditions were compared. According to these results, the best limit of detection (4.55 µg L -1), enrichment factor (58), preconcentration factor (50), linear range (15–80 µg L -1), relative standard deviation % (1.15 %) were obtained by use of USA-TC-IL-DLLME method. Furthermore, the developed USA-TC-IL-DLLME method was succesfully applied to real samples for the preconcentration of Brilliant Blue FCF.Öğe Synthesis of half-sandwich ruthenium(II) and iridium(III) complexes containing imidazole-based phosphinite ligands and their use in catalytic transfer hydrogenation of acetophenone with isopropanol(Elsevier B.V., 2023) Işık, Uğur; Meriç, Nermin; Kayan, Cezmi; Kılıç, Ahmet; Belyankova, Yelizaveta; Zazybin, Alexey G.; Aydemir, MuratTwo ionic liquids (3-(3‑chloro-2-hydroxypropyl)-1-vinyl-1H-imidazol-3-ium chloride and 3-(3‑chloro-2- hydroxypropyl)-1‑butyl‑1H-imidazol-3-ium chloride) were prepared from commercially available, inexpensive 1-vinyl imidazole or 1‑butyl imidazole, respectively, in ethanol at room temperature. Then, these ionic liquids were treated with PPh2Cl to obtain ionic liquid-based phosphinite ligands and the reaction of these phosphinites with [Ru(η6 -benzene)(μ-Cl)Cl]2, [Ru(η6− p-cymene)(μ-Cl)Cl]2, or [Ir(η5 -C5Me5)(μ-Cl)Cl]2 gave the corresponding ruthenium and iridium complexes. Structures of the synthesized compounds were clarified by multinuclear NMR and IR spectroscopy as well as microanalysis. Furthermore, the complexes were applied as catalysts in the transfer hydrogenation of acetophenone derivatives to afford the corresponding alcohols with high conversions. Notably, [Ru(Ph2PO–C8H11N2Cl2)(η6 -benzene)Cl2] acts as a good catalyst, giving the corresponding alcohols in 97–98% yields in 15 min at 82 ◦C (TOF ≤ 400 h− 1 ) for the transfer hydrogenation reaction in comparison to analogous complexes. The catalysts are also useful for a variety of related ketone substrates with various electronic and steric regulating groups.
