100350-40-1Relevant articles and documents
Heteroditopic P,N ligands in gold(I) complexes: Synthesis, structure and cytotoxicity
Traut-Johnstone, Telisha,Kanyanda, Stonard,Kriel, Frederik H.,Viljoen, Tanya,Kotze, P.D. Riekert,Van Zyl, Werner E.,Coates, Judy,Rees, D. Jasper G.,Meyer, Mervin,Hewer, Raymond,Williams, D. Bradley G.
, p. 108 - 120 (2015)
New heteroditopic, bi- and multidentate imino- and aminophosphine ligands were synthesised and complexed to [AuCl(THT)] (THT = tetrahydrothiophene). X-ray crystallography confirmed Schiff base formation in three products, the successful reduction of the imino-group to the sp3-hybridised amine in several instances, and confirmed the formation of mono-gold(I) imino- and aminophosphine complexes for four Au-complexes. Cytotoxicity studies in cancerous and non-cancerous cell lines showed a marked increase in cytotoxicity upon ligand complexation to gold(I). These findings were supported by results from the 60-cell line fingerprint screen of the Developmental Therapeutics Programme of the National Institutes of Health for two promising compounds. The cytotoxicity of some of these ligands and gold(I)complexes is due to the induction of apoptosis. The ligands and gold(I)complexes demonstrated selective toxicity towards specific cell lines, with Jurkat T cells being more sensitive to the cytotoxic effects of these compounds, while the non-cancerous human cell line KMST6 proved more resistant when compared to the cancerous cell lines. Results from the NIH DTP 60 cell-line fingerprint screen support the observed enhancement of cytotoxicity upon gold(I) complexation. One gold(I)complex induced high levels of apoptosis at concentrations of 50 μM in all the cell lines screened in this study, while some of the other compounds selectively induced apoptosis in the cell lines. These results point towards the potential for selective toxicity to cancerous cells through the induction of apoptosis.
Influence of various P/N and P/P ligands on the palladium-catalysed reductive carbonylation of nitrobenzene
Wehman, Petra,Van Donge, Hans M.A.,Hagos, Alay,Kamer, Paul C.J.,Van Leeuwen, Piet W.N.M.
, p. 183 - 193 (1997)
A series of bidentate phosphorus-nitrogen ligands was synthesised for the palladium-catalysed reductive carbonylation of nitrobenzene in order to combine the favourable influence of the phosphorus atom on the stability of the catalyst complex with the stimulating effect of the nitrogen atom on the catalytic activity. The nitrogen atom of the P/N ligand was either incorporated in an imine function, yielding the JV-(2′-diphenylphosphinobenzylidene)-R-amine ligands (R = phenyl, 4-chlorophenyl, 2,4-dimethoxyphenyl, 2,4-dimethylphenyl, tert-butyl), or in a heteroaromatic ring system which gave 2-(2′-(diphenylphosphino)ethyl)pyridine and 8-(diphenylphosphino)quinoline. Complexes of the type Pd(ligand)2(BF4)2 were prepared for these ligands. Additionally, a series of bidentate phosphorus ligands was tested: dppm, dppe, dppp, dppb, dppf, 1,2-bis(diphenylphosphino)benzene, 1,8-bis(diphenylphosphino)naphthalene, bis(2-diphenylphosphinophenyl)ether, and 9,9-dimethyl-4,6-bis(diphenylphosphino)xanthene. The P/N ligands containing the imine function did not yield any conversion of the nitrobenzene in combination with Pd. On the use of the second type of P/N ligand, moderately active palladium catalysts were obtained. This different behaviour is ascribed to the relatively low π *-level of the imine-containing ligands. Oxidation of the phosphorus donor atom by the nitro substrate inactivated the catalysts derived from the P/N ligands as well as from a series of P/P ligands. For the bidentate phosphorus ligands the bite angle and flexibility of the ligand turned out to be of crucial influence due to the different geometries required for the Pd(II) and Pd(0) intermediates of the catalytic cycle.
Rhodium Iminophosphine Complexes as Efficacious Oxygen Carriers. Crystal Structure of a Representative Dioxygen Adduct
Ghilardi, Carlo A.,Midollini, Stefano,Moneti, Simonetta,Orlandini, Annabella,Scapacci, Giancarlo
, p. 3371 - 3376 (2007/10/02)
The synthesis, characterization and reactivity of some square-planar rhodium(I) complexes with new bidentate ligands o-Ph2PC6H4CH=NR (R = Et, Prn, Pri or But) having NP donor atoms have been investigated.Depending on the steric crowding of the ligands the complexes can reversibly form dioxygen adducts, in organic solvent solutions at room temperature.The oxygenation-deoxygenation cycles, which have been monitored by 31P NMR spectroscopy, can be repeated several times with minor loss in the starting material.A reversible adduct is similarly obtained by reaction with CO.The reaction of the dioxygen adduct with SO2 allows the formation of a sulfate derivative.The molecular structure of the dioxygen complex i)2(O2)>BPh4 has been determined by a single-crystal diffraction study: triclinic, space group P, a = 17.450(7), b = 16.518(7), c = 9.624(5) Angstroem, α = 92.79(6), β = 92.52(7), γ = 92.69(7) deg, Z = 2, R = 0.057.The co-ordination of the metal may be alternatively described as distorted trigonal bipyrimidal or distorted octahedral, according to whether the dioxygen molecule is treated as occupying one or two equatorial sites respectively.The two oxgen atoms, which are equidistant from the metal, are 1.436(9) Angstroem apart.
