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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 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 Applications of transition metal complexes containing aminophosphine ligand to transfer hydrogenation of ketones(Wiley, 2011) Aydemir, Murat; Baysal, Akın; Turgut, Yılmaz; 0000-0001-7294-6792Hydrogen transfer reduction processes are attracting increasing interest from synthetic chemists in view of their operational simplicity. Reaction of [Ph2PNHCH2-C4H3S] with [Ru(eta(6)-benzene)(mu-Cl)Cl](2), [Rh(mu-Cl)(cod)](2) and [Ir(eta(5)-C5Me5)(mu-Cl)Cl](2) gave a range of new monodendate complexes [Ru(Ph2PNHCH2-C4H3S)(eta(6)-benzene)Cl-2], 1, [Rh(Ph2PNHCH2-C4H3S)(cod)Cl], 2, and [Ir(Ph2PNHCH2-C4H3S)(eta(5)-C5Me5)Cl-2], 3, respectively. All new complexes were fully characterized by analytical and spectroscopic methods. H-1-P-31 NMR, H-1-C-13 HETCOR or H-1-H-1 COSY correlation experiments were used to confirm the spectral assignments. 1-3 are suitable catalyst precursors for the transfer hydrogenation of acetophenone derivatives. Notably [Ru(Ph2PNHCH2-C4H3S)(eta(6)-benzene) Cl-2], 1, acts as an excellent catalyst, giving the corresponding alcohols in 98-99% yields in 30 min at 82 degrees C (TOF <= 200 h(-1)) for the transfer hydrogenation reaction in comparison to analogous rhodium or iridium complexes. This transfer hydrogenation is characterized by low reversibility under these conditions. Copyright (C) 2011 John Wiley & Sons, Ltd.Öğe Bimetallic PdxNi1-x and PdxCo1-x nanoparticles supported on K-OMS-2: Highly active, environmentally friendly and reusable nanocatalysts for the Suzuki–Miyaura cross-coupling reactions in water(Wiley, 2021) Durap, Feyyaz; Gülen, Yasemin; Abay, Ayşe; Bulut, Ahmet; Yurderi, Mehmet; Aydemir, Murat; Baysal, Akın; 0000-0003-0899-1948; 0000-0002-5520-0558; 0000-0001-5472-4213; 0000-0002-1697-8623; 0000-0002-0233-8940; 0000-0002-4238-5012; 0000-0001-7294-6792; 0000-0002-5633-3811Addressed herein is the catalysis of bimetallic PdxNi1-x and PdxCo1-x nanoparticles (NPs) supported on a cryptomelane-type manganese oxide (K-OMS-2) solid for the Suzuki-Miyaura cross-couplings of phenylboronic acid with various aryl halides. Bimetallic PdxNi1-x and PdxCo1-x NPs were prepared by using a conventional one-step impregnation-reduction method. Among these catalysts with different compositions of Ni and Pd or Co and Pd, the Pd0.2Ni0.8 and Pd0.2Co0.8 catalysts showed the highest activity in the Suzuki-Miyaura cross-couplings of various aryl halides including iodides, bromides, and even chlorides with phenylboronic acid in ambient air and water under reflux conditions. The Suzuki-Miyaura cross-coupling reaction proceeded efficiently in the presence of Pd0.2Ni0.8@K-OMS-2 and Pd0.2Co0.8@K-OMS-2 NPs under the optimized conditions in water. Pd0.2Ni0.8@K-OMS-2 and Pd0.2Co0.8@K-OMS-2 NPs provided high conversions up to 98% and 99% and turnover frequencies of 11,760 and 11,880 h(-1) in the cross-coupling of phenylboronic acid with 1-bromo-4-nitrobenzene. More importantly, these new supported Pd0.2Ni0.8@K-OMS-2 and Pd0.2Co0.8@K-OMS-2 NPs were found to be highly durable nanocatalyst throughout the reusability experiments, and they maintain almost their inherent activity after 10th and 5th catalytic cycle, respectively. Bimetallic Pd0.2Ni0.8@K-OMS-2 and Pd0.2Co0.8@K-OMS-2 NPs were characterized by Fourier transform infrared spectroscopy (FT-IR), transmission electron microscopy (TEM), scanning electron microscopy with energy dispersive X-ray (SEM-EDX), X-ray diffraction (XRD), X-ray photoelectron spectroscopy (XPS), and ICAPQ inductively coupled plasma mass spectroscopy (ICP-MS) analyses.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 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 A modular design of metal catalysts for the transfer hydrogenation of aromatic ketones(Wiley, 2012) Aydemir, Murat; Baysal, Akın; Gümgüm, Bahattin; 0000-0001-7294-6792The ability of transition metal catalysts to add or remove hydrogen from organic substrates by transfer hydrogenation is a valuable synthetic tool. Towards a series of novel metal complexes with a P-NH ligand, [Ph2PNHCH2C4H3O] derived from furfurylamine were synthesized. Reaction of [Ph2PNHCH2C4H3O] 1 with [Ru(6-p-cymene)(mu-Cl)Cl]2, [Ru(6-benzene)(mu-Cl)Cl]2, [Rh(mu-Cl)(cod)]2 and [Ir(5-C5Me5)(mu-Cl)Cl]2 gave a range of new monodentate complexes [Ru(Ph2PNHCH2C4H3O)(6-p-cymene)Cl2] 2, [Ru(Ph2PNHCH2C4H3O)(6-benzene)Cl2] 3, [Rh(Ph2PNHCH2-C4H3O)(cod)Cl] 4, and [Ir(Ph2PNHCH2-C4H30)(5-C5Me5)Cl2] 5, respectively. All new complexes were fully characterized by analytical and spectroscopic methods. 31P-{1H} NMR, distortionless enhancement by polarization transfer (DEPT) or 1H-13C heteronuclear correlation (HETCOR) experiments were used to confirm the spectral assignments. Following activation by KOH, compounds 25 catalyzed the transfer hydrogenation of acetophenone derivatives to 1-phenylethanol derivatives in the presence of iso-PrOH as the hydrogen source. Notably [Ru(Ph2PNHCH2-C4H3O)(6-benzene)Cl2] 3 acts as an excellent catalyst, giving the corresponding alcohols in 9899% yield in 20min at 82 degrees C (time of flight=297h-1) for the transfer hydrogenation reaction in comparison to analogous rhodium or iridium complexes. Copyright (C) 2012 John Wiley & Sons, Ltd.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 New Pd(II) and Pt(II)-diaminophosphine complexes bearing cyclohexyl or isopropyl moiety: use of Pd(II) complexes as precatalyst in Mizoroki{Heck and Suzuki{Miyaura cross-coupling reactions(2015) Baysal, Akın; Durap, Feyyaz; Aydemir, MuratTwo new diaminophosphine ligands, N , N '-bis(dicyclohexylphosphino)-2-(aminomethyl)aniline ( 1 ) and N , N '-bis(diisopropylphosphino)-2-(aminomethyl)aniline ( 2 ) were synthesized by the reaction of 2-(aminomethyl)aniline with two equivalents of Cy 2 PCl or (iPr) 2 PCl, respectively. The reactions of 1 and 2 with MCl 2 (cod) (M = Pd, Pt; cod = 1,5-cyclooctadiene) yield complexes [ cis -Pd(L 2 P NHC 6 H 4 CH 2 NH P L 2 )Cl 2 ] (L = Cy 3 , iPr 4 ) and [ cis - Pt(L 2 P NHC 6 H 4 CH 2 NH P L 2 )Cl 2 ] (L = Cy 5 , iPr 6 ), respectively. The catalytic activity of the palladium complexes was investigated in the Suzuki{Miyaura cross-coupling reaction in the presence of Cs 2 CO 3 as a base. The palladium complexes were also found to be highly active catalysts in the Mizoroki{Heck reaction.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 half-sandwich η5-Cp *-rhodium(III) and η5-Cp *-ruthenium(II) complexes bearing bis(phosphino)amine ligands and their use in the transfer hydrogenation of aromatic ketones(Wiley, 2014) Ok, Fatih; Aydemir, Murat; Durap, Feyyaz; Baysal, Akın; 0000-0003-0899-1948; 0000-0001-7294-6792Two new half-sandwich (5)-Cp*-rhodium(III) and (5)-Cp*-ruthenium(II) complexes have been prepared from corresponding bis(phosphino)amine ligands, thiophene-2-(N,N-bis(diphenylphosphino)methylamine) or furfuryl-2-(N,N-bis(diphenylphosphino)amine). Structures of the new complexes have been elucidated by multinuclear one- and two-dimensional NMR spectroscopy, elemental analysis and IR spectroscopy. These Cp*-rhodium(III) and Cp*-ruthenium(II) complexes bearing bis(phosphino)amine ligands were successfully applied to transfer hydrogenation of various ketones by 2-propanol. Copyright (c) 2013 John Wiley & Sons, Ltd.Öğe Preparation and solvent extraction of nickel complex of O, O'-dinonyldithiophosphate and its application to spectrophotometric determination of nickel in sediment samples(Wiley-V C H Verlag Gmbh, 2006) Gümgüm, Bahattin; Biricik, Nermin; Baysal, Akın; Akba, Osman; Öztürk, Gülşen; 0000-0001-7294-6792Nickel complex of O, O'-dinonyldithiophosphoric acid was prepared and characterised. Solvent extraction of nickel dinonyldithiophosphate[Ni(DNDTP)(2)] from acidic aqueous solutions into different organic phases was investigated and concentration of nickel was determined spectrophotometrically. A simple and selective spectrophotometric method was developed and applied to sediment samples.Öğe Rhodium-catalyzed transfer hydrogenation with aminophosphines and analysis of electrical characteristics of rhodium(I) complex/n-Si heterojunctions(Wiley, 2014) Aydemir, Murat; Ocak, Yusuf Selim; Rafikova, Khadichakhan; Kystaubayeva, Nurzhamal; Kayan, Cezmi; Zazybin, Alexey; Ok, Fatih; Baysal, Akın; Temel, HamdiA series of novel neutral mononuclear rhodium(I) complexes of the P?NH ligands have been prepared starting from [Rh(cod)Cl](2) complex. Structural elucidation of the complexes was carried out by elemental analysis, IR and multinuclear NMR spectroscopic data. The complexes were applied to the transfer hydrogenation of acetophenone derivatives to 1-phenylethanol derivatives in the presence of 2-propanol as the hydrogen source. Catalytic studies showed that all complexes are also excellent catalyst precursors for transfer hydrogenation of aryl alkyl ketones in 0.1m iso-PrOH solution. In particular, [Rh(cod)(PPh2NH?C6H4?4-CH(CH3)(2))Cl] acts as an excellent catalyst, giving the corresponding alcohols in excellent conversion up to 99% (turnover frequency588h(-1)). Furthermore, rhodium(I) complexes have been used in the formation of organic-inorganic heterojunction by forming their thin films on n-Si and evaporating Au on the films. It has been seen that the structures have rectifying properties. Their electrical properties have been analyzed with the help of current-voltage measurements. Finally, it has been shown that the complexes can be used in the fabrication of temperature and light sensors. Copyright (c) 2014 John Wiley & Sons, Ltd.Öğe Ruthenium(II) complexes derived from C2-symmetric ferrocene-based chiral bis(phosphinite) ligands: Synthesis and catalytic activity towards the asymmetric reduction of acetophenones(Wiley, 2015) Ak, Bünyamin; Durap, Feyyaz; Aydemir, Murat; Baysal, Akın; 0000-0003-0899-1948; 0000-0001-7294-6792Chiral secondary alcohols are very important building blocks and valuable synthetic intermediates both in organic synthesis and in the pharmaceutical industry for producing biologically active complex molecules. A series of new chiral Ru-phosphinite complexes (1, 2, 3, 4, 5, 6, 7, 8) were prepared from chiral C-2-symmetric ferrocenyl phosphinites and corresponding chloro complex, [Ru((6)-p-cymene)(-Cl)Cl](2). The complexes were characterized using conventional spectroscopic methods. The binuclear complexes were tested as pre-catalysts and were found to be good pre-catalysts for the asymmetric transfer hydrogenation of substituted acetophenones in basic 2-propanol at 82 degrees C, providing the corresponding optically active alcohols with almost quantitative conversion and modest to high enantioselectivities (46-97%). Amongst the all complexes, complex 6 gave the highest ee of 97% in the reduction of 2-methoxyacetophenone to (S)-1-(2-methoxyphenyl)ethanol at 82 degrees C. Copyright (c) 2015 John Wiley & Sons, Ltd.Öğe Synthesis and characterization of new (N-diphenylphosphino)-isopropylanilines and their complexes: crystal structure of (Ph2P=S)NH-C6H4-4-CH(CH3)2 and catalytic activity of palladium(II) complexes in the Heck and Suzuki cross-coupling reactions(Wiley, 2010) Aydemir, Murat; Baysal, Akın; Gürbüz, Nevin; Özdemir, İsmail; Gümgüm, Bahattin; Özkar, Saim; Çaylak, Nagihan; 0000-0001-7294-6792; 0000-0003-3201-3597; 0000-0001-6325-0216Three new (N-diphenylphosphino)-isopropylanilines, having isopropyl substituent at the carbon 2- (1) 4- (2) or 2,6- (3) were prepared from the aminolysis of chlorodiphenylphosphine with 2-isopropylaniline,4-isopropylaniline or 2,6-diisopropylaniline, respectively, under anaerobic conditions. Oxidation of 1,2 and 3 with aqueous hydrogen peroxide, elemental sulfur or gray selenium gave the corresponding oxides, sulfides and selenides (Ph2P=E)NH-C6H4-2-CH(CH3)(2), (Ph2P=E)NH-C6H4-4-CH(CH3)(2) and (Ph2P=E)NH-C6H4-2,6-[CH(CH3)(2)](2), where E = O, S, or Se, respectively. The reaction of [M(cod)Cl-2] (M = Pd, Pt; cod = 1,5-cyclooctadiene) with two equivalents of 1,2 or 3 yields the corresponding monodendate complexes [M((Ph2P)NH-C6H4-2-CH(CH3)(2))(2)Cl-2], M = Pd 1d, M = Pt 1e, [M((Ph2P)NH-C6H4-4-CH(CH3)(2))(2)Cl-2], M = Pd 2d, M = Pt 2e and [M((Ph2P)NH-C6H4-2,6-(CH(CH3)(2))(2))(2)Cl-2], M = Pd 3d, M = Pt 3e, respectively. All the compounds were isolated as analytically pure substances and characterized by NMR, IR spectroscopy and elemental analysis. Furthermore, representative solid-state structure of [(Ph2P=S)NH-C6H4-4-CH(CH3)(2)] (2b) was determined using single crystal X-ray diffraction technique. The complexes 1d-3d were tested and found to be highly active catalysts in the Suzuki coupling and Heck reaction, affording biphenyls and stilbenes, respectively. Copyright (C) 2009 John Wiley & Sons, Ltd.Öğe Synthesis and characterization of transition metal complexes of thiophene-2-methylamine: X-ray crystal structure of palladium (II) and platinum (II) complexes and use of palladium(II) complexes as pre-catalyst in Heck and Suzuki cross-coupling reactions(Wiley, 2009) Aydemir, Murat; Baysal, Akın; Durap, Feyyaz; Gümgüm, Bahattin; Özkar, Saim; Yıldırım, Leyla Tatar; 0000-0001-7294-6792; 0000-0003-0899-1948The reactions of thiophene-2-(N-diphenylphosphino)methylamine, Ph2PNHCH2-C4H3S, 1 and thiophene-2-[N,N-bis(diphenylphosphino)methylamine], (Ph2P)(2)NCH2-C4H3S, 2, with MCl2(cod) (M = Pd, Pt; cod = 1,5-cyclooctadiene) or [Cu(CH3CN)(4)]PF6 yields the new complexes [M(Ph2PNHCH2-C4H3S)(2)Cl-2], M = Pd 1a, Pt 1 b, [Cu(Ph2PNHCH2-C4H3S)(4)]PF6, 1c, and [M(Ph2P)(2)NCH2-C4H3S)Cl-2], M = Pd 2a, Pt 2b, (Cu[(Ph2P)(2)NCH2-C4H3S](2))PF6, 2c, respectively. The new compounds were isolated as analytically pure crystalline solids and characterized by (31)p-, C-13-, H-1-NMR and IR spectroscopy and elemental analysis. Furthermore, the solid-state molecular structures of representative palladium and platinum complexes of bis(phosphine)amine, 2a and 2b, respectively, were determined using single crystal X-ray diffraction analysis. The palladium complexes were tested as potential catalysts in the Heck and Suzuki cross-coupling reactions. Copyright (C) 2009 John Wiley & Sons, Ltd.Öğe Synthesis and characterizations of N,N′-bis(diphenylphosphino)-2-(aminomethyl)aniline derivatives: application of a palladium(II) complex as pre-catalyst in Heck and Suzuki cross-coupling reactions(Wiley, 2009) Aydemir, Murat; Baysal, Akın; Öztürk, Gülşen; Gümgüm, Bahattin; 0000-0001-7294-6792The reaction of 2-(aminomethyl)aniline with 2 equivalents of PPh2Cl in the presence of Et3N, proceeds in CH2Cl2 to give N,N'-bis(diphenyl phosphino)-2-(aminomethyl)ani line 1 in good yield. Oxidation of 1 with aqueous H2O2, elemental sulfur or gray selenium gave the corresponding oxide, sulfide and selenide dichalcogenides [Ph2P(E)NHC6H4CH2NHP(E)Ph-2] (E: O, 2a; S, 2b; Se, 2c), respectively. The reaction of [Ph2PNHC6H4CH2NHPPh2] with PdCl2(cod), PtCl2(cod) and [Cu(MeCN)(4)]PF6 gave the corresponding chelate complexes, PdCl(2)1, PtCl(2)1 and [Cu(1)(2)]PF6. The new compounds were fully characterized by NMR, IR spectroscopy and elemental analysis. The catalytic activity of the Pd(II) complex was tested in the Suzuki coupling and Heck reactions. The Pd(II) complex catalyzes the Suzuki coupling and Heck reaction, affording biphenyls and stilbenes respectively, in good yields. Copyright (c) 2008 John Wiley & Sons, Ltd.Öğe Synthesis of new boron complexes: application to transfer hydrogenation of acetophenone derivatives(Wiley-Blackwell, 2011) Kılıç, Ahmet; Kayan, Cezmi; Aydemir, Murat; Durap, Feyyaz; Durgun, Mustafa; Baysal, Akın; Taş, Eşref; Gümgüm, Bahattin; 0000-0001-7294-6792; 0000-0003-0899-1948; 0000-0003-3012-7582; 0000-0001-9073-4339; 0000-0001-5700-8546Two new boron complexes were synthesized from N-[3-(methylmercapto)aniline]-3,5-di-tert-butylsalicylaldimine (LH) with boron reagent BPh3 or BF3 center dot Et2O. These boron complexes are stable and easily soluble in protic solvents such as ethanol (C2H5OH) but hardly soluble in nonprotic solvents such as chloroform (CHCl3), dichloromethane (CH2Cl2) and tetrahydrofuran (THF). All new boron complexes have been fully characterized by both analytical and spectroscopic methods. The catalytic activities of complexes [LBPh2], 2, and [LBF2], 3, in the transfer hydrogenation of acetophenone derivatives were tested. Stable boron complexes were found to be efficient catalysts in the transfer hydrogenation of aromatic ketones in good conversions up to 99% in the presence of iso-PrOH/KOH. Copyright (C) 2011 John Wiley & Sons, Ltd.Öğe SYNTHESIS OF NOVEL BIS(PHOSPHINO)AMINE-RUII(ACAC)2 COMPLEXES, AND INVESTIGATION OF CATALYTIC ACTIVITY IN TRANSFER HYDROGENATION(2022) Baysal, Akın; Karakas, Duygu Elma; Aydemir, Murat; Durap, Feyyaz; Işık, UğurIn this study, reactions of (PPh2)2NCH2CH2N(PPh2)2 (L1) and {(PPh2)2NCH2CH2}3N (L2) with [RuII(acac)2(CH3CN)2] led to the production of new dinuclear complex [Ru(acac)2]2(L1) (1) and trinuclear complex [Ru(acac)2]3(L2) (2). Complex 1 and 2 are excellent candidates for the role of catalyst precursors in the transfer hydrogenation (TH) of acetophenone and its derivatives. Compared to complex (1), the trinuclear complex (2) is an exceptional catalyst, producing the corresponding alcohols in 98–99% yields in 20 minutes at 80 oC (TOF?300 h-1 ) for the TH process. A comparison of the catalytic properties of the complexes is also briefly discussed. Complex structures have also been characterized by combining nuclear magnetic resonance (NMR), Fourier Transform Infrared (FT-IR), and elemental analysis.
