104974-95-0Relevant academic research and scientific papers
Palladium-catalyzed Suzuki-Miyaura cross-coupling of various aryl halides using ortho-alkyl-substituted arylphosphanes and (ortho-alkylphenyl)- alkylphosphanes under microwave heating
Vuoti, Sauli,Autio, Juho,Laitila, Minna,Haukka, Matti,Pursiainen, Jouni
, p. 397 - 407 (2008/09/17)
Mono- and dinuclear palladium(II) chloride complexes of various ortho-alkyl-substituted aryl- and alkylphosphanes were prepared. Subsequently, these were characterized by 1H NMR and 31P{1H} NMR spectroscopy, X-ray crystallographic studies and mass spectroscopy. The palladium complexes were screened as potential catalysts for the microwave-assisted Suzuki-Miyaura coupling reaction of several aryl halides under aerobic conditions. A preliminary study showed that excellent results can be obtained even for electron-rich bromides and unactivated aryl chlorides with an optimized solvent, base and catalyst loading using specific phosphane ligands. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
Mono and dinuclear palladium complexes of o-alkyl substituted arylphosphane ligands: Solvent-dependent syntheses, NMR-spectroscopic characterization and X-ray crystallographic studies
Vuoti, Sauli,Haukka, Matti,Pursiainen, Jouni
, p. 5044 - 5052 (2008/03/13)
Palladium(II) chloride complexes of o-alkyl substituted phosphanes were prepared in various solvents with the phosphane ligands o-methylphenyldiphenylphosphane, o-ethylphenyldiphenylphosphane, o-isopropylphenyldiphenylphosphane, o-cyclohexylphenyldiphenylphosphane and o-phenylphenyldiphenylphosphane. The structures of the complexes were characterized by 1H NMR and 31P NMR spectroscopy and elemental analysis. The X-ray structures of PdCl2(o-methylphenyldiphenylphosphane)2, PdCl2(o-isopropylphenyldiphenylphosphane)2, PdCl2(o-cyclohexylphenyldiphenylphosphane)2, PdCl2(o-phenylphenyldiphenylphosphane)2, [PdCl2(o-methylphenyldiphenylphosphane)]2, [PdCl2(o-ethylphenyldiphenylphosphane)]2 and [PdCl2(o-cyclohexylphenyldiphenylphosphane)]2 were also determined. We report a systematic, solvent-dependent method to prepare palladium(II) complexes of the aryl phosphines o-methylphenyldiphenylphosphane, o-cyclohexylphenyldiphenylphosphane and o-phenylphenyldiphenylphosphane with a desired nuclearity. We demonstrated that chlorinated solvents promote the formation of dinuclear chlorine-bridged palladium complexes for all five ligands. The ligands preferentially form mononuclear palladium complexes in other solvents where the starting materials are only weakly soluble in the solvent.
