176099-14-2Relevant academic research and scientific papers
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 (2015/07/28)
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.
Arene-ruthenium(II) complexes containing amino-phosphine ligands as catalysts for nitrile hydration reactions
Garcia-Alvarez, Rocio,Diez, Josefina,Crochet, Pascale,Cadierno, Victorio
scheme or table, p. 3955 - 3965 (2010/12/25)
Three different series of novel mononuclear arene-ruthenium(II) complexes containing amino-phosphine ligands, namely, [RuCl2{κ 1(P)-2-Ph2PC6H4CH 2NHR}(η6-arene)], [RuCl2{κ 1(P)-3-Ph2PC6H4CH 2NHR}(η6-arene)], and [RuCl2{κ 1(P)-4-Ph2PC6H4CH 2NHR}(η6-arene)] (arene = C6H6, p-cymene, 1,3,5-C6H3Me3, C6Me 6; R = iPr, tBu; all combinations), have been synthesized and fully characterized. These readily accessible species are efficient catalysts for the selective hydration of organonitriles into amides under challenging reaction conditions, i.e., pure aqueous medium in the absence of any cocatalyst, being much more active than their corresponding nonfunctionalized triphenylphosphine counterparts [RuCl2(PPh 3)(η6-arene)]. The results obtained in this study indicate that the (amino-phosphine)ruthenium(II) complexes operate through a "bifunctional catalysis" mechanism in which the ruthenium center acts as a Lewis acid, activating the nitrile molecule, and the P-donor ligand acts as a Brnsted base, the pendant amino group generating the real nucleophile of the hydration process, i.e., the OH- group.
Novel ruthenium(II) complexes containing imino- or aminophosphine ligands for catalytic transfer hydrogenation
Crochet, Pascale,Gimeno, Jose,Borge, Javier,Garcia-Granda, Santiago
, p. 414 - 420 (2007/10/03)
Five- and six-coordinate ruthenium(II) complexes containing imino- and aminophosphines have been prepared by ligand exchange processes. Thus, reactions of [RuCl2(PPh3)3] with 2-Ph2PC6H4CH=NR (R = Ph (1a); 2′,6′-C6H3Me2 (1b); 2′-C6H4OMe (1c)) lead to the chelate iminophosphine complexes [RuCl2(κ2-P,N-2-Ph2PC6H 4CH=NR)(PPh3)] (R = Ph (3a); 2′,6′-C6H3Me2 (3b)) and [RuCl2(κ3-P,N,O-2-Ph2PC6H 4CH=N-2′-C6H4OMe)(PPh3)] (3c), respectively. Similarly, reactions with aminophosphine ligands 2-Ph2PC6H4CH2NHR (R = Ph (2a); iPr (2d); (S)-CHMeCy (2e)) afford the 16-electron complexes [RuCl2(κ2-P,N-2-Ph2PC6H 4CH2NHR)(PPh3)] (R = Ph (5a); iPr (5d); (S)-CHMeCy (5e)). The iminophosphines 2-Ph2PC6H4CH=NR (R = iPr (1d); (S)-CHMeCy (1e)) react with [RuCl2(DMSO)4] to lead to the bis-iminophosphine complexes [RuCl2(κ2-P,N-2-Ph2PC6H 4CH=NR)2] (R = iPr (4d); (S)-CHMeCy (4e)). The crystal structure of 4d has been determined by X-ray diffraction. Complexes 3a-c, 4d,e and 5a,d,e are active in catalytic transfer hydrogenation of acetophenone. All of them are more efficient than the precursor [RuCl2(PPh3)3].
