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Öğe Synthesis and characterization of ether-derivatized aminophosphines and their application in C-C coupling reactions(Elsevier Science Sa, 2010) Biricik, Nermin; Kayan, Cezmi; Gumgum, Bahattin; Fei, Zhaofu; Scopelliti, Rosario; Dyson, Paul J.; Gurbuz, NevinFour new bis(phosphino) amine ligands (Ph2P)(2)N-C6H3-R, where R = 3,5-OMe (1), 2,5-OMe (2), 2,4-OMe (3) or 3,4-OMe (4), were prepared via aminolysis of the corresponding dimethoxyanilines with 2 equiv. of diphenylphosphine chloride in the presence of triethyl amine. Oxidation of these ligands with aqueous H2O2, elemental S-8 or Se powder afforded the corresponding chalcogen oxides 1a-4a, sulfides 1b-4b and selenides 1c-4c in good yields. Reaction of 1-4 with [MCl2(cod)] (M = Pt, Pd; cod = cycloocta-1,5-diene) in equimolar ratios afforded cis-[MCl2{(Ph2P)(2)N-C6H3-R}] (M = Pt; R = 3,5-OMe 1d, R = 2,5-OMe 2d, R = 2,4-OMe 3d, and R = 3,4-OMe 4d. M = Pd; R = 3,5-OMe 1e, R = 2,5-OMe 2e, R = 2,4-OMe 3e, and R = 3,4-OMe 4e). Similarly, reaction of [Cu(CH3CN)(4)]PF6 with the 1-4 in 1:2 ratio gave [Cu{(Ph2P)(2)N-C6H3-R}(2)]PF6 (R = 3,5-OMe 1f, 2,5-OMe 2f, 2,4-OMe 3f and 3,4-OMe 4f). All new compounds were fully characterized by spectroscopy and elemental analysis and the molecular structures of seven representative compounds were determined by single-crystal X-ray crystallography. In addition, the palladium complexes were investigated as pre-catalysts in C-C coupling reactions. (C) 2009 Elsevier B.V. All rights reserved.Öğe Synthesis and characterizations of N,N-bis(diphenylphosphino)ethylaniline derivatives and X-ray crystal structure of palladium (II), platinum (II) complexes(Pergamon-Elsevier Science Ltd, 2008) Durap, Feyyaz; Biricik, Nermin; Guemguem, Bahattin; Oezkar, Saim; Ang, Wee Han; Fei, Zhaofu; Scopelliti, RosarioN,N-Bis(diphenylphosphino)ethylaniline compounds, [Ph2P](2)N-C6H4-C2H5, with ethyl groups at the ortho- and para-positions have been synthesized. Oxidation of the aminophosphines with hydrogen peroxide, elemental sulfur and selenium gave the corresponding oxides, sulfides and selenides [Ph2P(E)](2)N-C6H4-C2H5 (E = O, S, Se). Complexes [MCl2{(Ph2P)(2)N-C6H4-(C2H5)}] (M = Pd, Pt) and [Cu{(Ph2P)(2)N-C6H4-C2H5)(2)]PF6 were obtained by the reaction of NN-bis(diphenylphosphino)ethylaniline with [MCl2(COD)] (M = Pd, Pt) and (Cu(MeCN)(4)]PF6. The new compounds were characterized by NMR, IR spectroscopy and microanalysis. In addition, representative solid-state structures of the palladium and platinum complexes were determined using single crystal X-ray diffraction analyses. (C) 2007 Elsevier Ltd. All rights reserved.Öğe Synthesis and crystal structure of a chiral lactam and three amino alcohols as potential protein tyrosine phosphates 1B inhibitors(Pergamon-Elsevier Science Ltd, 2017) Kocakaya, Safak Ozhan; Karakaplan, Mehmet; Scopelliti, RosarioChiral lactam 2 and three chiral 3-amino alcohols 3-5 have been synthesized and characterized by Sspectroscopic techniques. Regioselective ring opening reaction of chiral styrene oxide by an amine nucle-ophile was confirmed by X-ray diffraction data. Ligand 2-4 crystallizes in the tetragonal, orthorhombic and tetragonal crystal lattice system respectively. Ligands 2-6 have been used as potential inhibitors for protein tyrosine phosphatase 1B enzyme (PTP1B). The potential inhibitor effect of these molecules to the target protein was investigated by Dock and molecular dynamics calculations. Dock score analysis and Lipinski parameters suggested that ligands 1,2,4-6 are potential inhibitors towards PTP1B, thus indicating that the residues Arg24, Arg254 and Met258, Asp29 in the second active site of PTP1B are essential for the high selectivity of inhibitors. The results indicate that the polar hydrogen bonding interacts with Asp29, Gln102, and the amino acid residues of PTP1B are responsible for governing inhibitory potency of ligands 1-6. (C) 2017 Elsevier Ltd. All rights reserved.Öğe Synthesis and reactivity of bis(diphenylphosphino)amine ligands and their application in Suzuki cross-coupling reactions(Elsevier Science Sa, 2012) Kayan, Cezmi; Biricik, Nermin; Aydemir, Murat; Scopelliti, RosarioTwo new bis(diphenylphosphino) amines, N,N-bis(diphenylphosphino) benzidine 1 and N, N-bis(diphenylphosphino)- 3,3-dimethoxybenzidine 2 were prepared by aminolysis. Their corresponding oxides, sulfides and selenides were readily prepared by reaction with hydrogen peroxide, elemental sulfur or grey selenium, respectively. Symmetric dinuclear palladium and platinum complexes were also isolated from the reaction with [M(cod)Cl-2] (M = Pd or Pt, cod = cycloocta-1,5-diene). All compounds were characterized by IR and NMR spectroscopy and elemental analysis and the structure of [(Ph2P)(2)N-C6H4-C6H4-N(PPh2)(2)] was determined by single crystal X-ray diffraction. The catalytic activity of palladium complexes in Suzuki coupling reactions was also investigated. (C) 2012 Elsevier B.V. All rights reserved.Öğe Synthesis and reactivity of N,N-bis(diphenylphosphino)dimethylaniline compounds(Springer, 2007) Biricik, Nermin; Durap, Feyyaz; Gumgum, Bahattin; Fei, Zhaofu; Scopelliti, RosarioNew chalcogenides and complexes of N,N-bis(diphenylphosphino)dimethylanilines were prepared by the reaction of N,N-bis(diphenylphosphino)dimethylaniline ligands with aqueous H2O2, elemental S and Se and transition metal complexes based on Cu, Pd and Pt. All the new compounds have been characterised by spectroscopy and the molecular structures of the three complexes of N,N-bis(diphenylphosphino)dimethylanilines have been determined by X-ray crystallography.