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 |
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Authors: | Murat Aydemir Ak?n Baysal Feyyaz Durap Bahattin Gümgüm Saim Özkar Leyla Tatar Y?ld?r?m |
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Institution: | 1. Dicle University, Department of Chemistry, TR‐21280 Diyarbakir, Turkey;2. Middle East Technical University, Department of Chemistry, TR‐06531 Ankara, Turkey;3. Hacettepe University, Department of Engineering Physics, Beytepe, TR‐06800 Ankara, Turkey |
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Abstract: | The reactions of thiophene‐2‐(N‐diphenylphosphino)methylamine, Ph2PNHCH2‐C4H3S, 1 and thiophene‐2‐N,N‐bis(diphenylphosphino)methylamine], (Ph2P)2NCH2‐C4H3S, 2, with MCl2(cod) (M = Pd, Pt; cod = 1,5‐cyclooctadiene) or Cu(CH3CN)4]PF6 yields the new complexes M(Ph2PNHCH2‐C4H3S)2Cl2], M = Pd 1a, Pt 1b, Cu(Ph2PNHCH2‐C4H3S)4]PF6, 1c, and M(Ph2P)2NCH2‐C4H3S)Cl2], M = Pd 2a, Pt 2b, {Cu(Ph2P)2NCH2‐C4H3S]2}PF6, 2c, respectively. The new compounds were isolated as analytically pure crystalline solids and characterized by 31P‐, 13C‐, 1H‐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 © 2009 John Wiley & Sons, Ltd. |
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Keywords: | aminophosphine bis(phosphino)amine palladium Heck reaction Suzuki coupling |
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