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    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, Nevin
    Four 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.
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    Synthesis of new aminophosphine complexes and their catalytic activities in C-C coupling reactions
    (Elsevier Science Sa, 2008) Biricik, Nermin; Durap, Feyyaz; Kayan, Cezmi; Gumguma, Bahattin; Gurbuz, Nevin; Ozdemir, Ismail; Ang, Wee Han
    Two new aminophosphines, benzyl-N(Ph2P)(2) and 2-picolyl-N(Ph2P)(2), have been synthesized. Oxidation of the aminophosphines with either hydrogen peroxide, elemental sulfur and selenium gave the corresponding oxides, sulfides and selenides benzyl-N(Ph2P=E)(2) and 2-picolyl-N(Ph2P=E)(2), where E = O, S, or Se. Complexes [benzyl-N(Ph2P)(2)]MCl2 and [2-picolyl-N(Ph2P)(2)]MCl2, where M = Pd, Pt, were obtained by the reaction of the aminophosphines with MCl2(cod). The new compounds were characterised by NMR, IR spectroscopy and microanalysis. Furthermore, representative solid-state structures of the palladium and platinum complexes were determined using single crystal X-ray diffraction analysis. The palladium complexes were further investigated as potential catalysts in C-C coupling reactions. (c) 2008 Elsevier B. V. All rights reserved.