192658-33-6

Upstream product

• 12354-84-6 bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] 
• 82270-61-9 (diphenylphosphanyl)(thiophenyl)methane 

Downstream Products

• 192658-39-2 IrCl(C₅(CH₃)5)((C₆H₅)2PCH₂SC₆H₅)⁽¹⁺⁾*BF₄^(1-)*CH₃COCH₃ = [IrCl(C₅(CH₃)5)((C₆H₅)2PCH₂SC₆H₅)]BF₄*CH₃COCH₃ 
• 192658-45-0 IrCl(C₅(CH₃)5)((C₆H₅)2PCH₂SC₆H₅)2⁽¹⁺⁾*BF₄^(1-) = [IrCl(C₅(CH₃)5)((C₆H₅)2PCH₂SC₆H₅)2]BF₄ 

Relevant academic research and scientific papers

Biological activity of neutral and cationic iridium(III) complexes with κp and κp,κS coordinated Ph2PCH2S(O) xPh (x = 0-2) ligands

Neutral iridium(III) complexes of the type [Ir(η5-C 5Me5)Cl2{Ph2PCH2S(O) xPh-κP}] (1-3) with diphenylphosphino-functionalized methyl phenyl sulfides, sulfoxides, and sulfones Ph2PCH2S(O) xPh (x = 0, L1; 1, L2; 2, L3) and the cationic complex [Ir(η5-C5Me5)Cl{Ph2PCH 2SPh-κP,κS}][PF6] (4) were synthesized and fully characterized analytically and spectroscopically. Furthermore, the structure of 2 was determined by X-ray diffraction analysis. The biological potential of the neutral and cationic iridium(III) complexes was tested in vitro against the cell lines 8505C, A253, MCF-7, SW480 and 518A2. Complex [Ir(η5-C5Me5)Cl2{Ph 2PCH2S(O)Ph-κP}] (2), with ligand L2 κP coordinated containing a pendent sulfinyl group, is the most active one (IC 50 values of about 3 μM), thus, with activities comparable to cisplatin. Complex 2 proved to have an even a higher antiproliferative activity than cisplatin against 8505C and SW480 cell lines, used as a model system of highly anaplastic cancers with low sensitivity to conventional chemotherapeutics such as cisplatin. Additional experiments demonstrated that apoptosis and autophagic cell death contribute to the drug's tumoricidal action.

Diphenylphosphino(phenylthio)methane as a monodentate or bidentate chelate ligand in rhodium, iridium and ruthenium complexes, crystal structure of [(η5-C5Me5) IrCl(η2-Ph2PCH2SPh-P,S)]BF4 · Me2CO

Reactions of complexes [{(η5-C5Me5)MCl2}2] (M = Rh, Ir) and [{(η6-MeC6H4Pri)RuCl 2}2] with the ligand Ph2PCH2SPh in acetone solution led to neutral complexes with the general formula [(ring)MCl2(η1-Ph2PCH2SPh-P)] (1-3). These compounds react with thallium tetrafluoroborate in acetone solution to yield new cationic complexes in which the ligand is acting in its chelate P,S-donor fashion, [(ring)MCl(η2-Ph2PCH2SPh-P,S)]BF 4 (4-6), When the removal of the chloride ligand in complexes 1-3 was carried out in the presence of a stoichiometric amount of Ph2PCH2SPh, cationic compounds containing two P-donor monodentate ligands of the type [(η5-C5Me5)MCl (η1-Ph2PCH2SPh-P)2]BF 4 (7 and 8) were obtained. The structure of the iridium derivative [(η5-C5Me5)IrCl(η5-Ph 2PCH2SPh-P,S)]BF4 · Me2CO has been determined by single-crystal X-ray diffraction methods. The complex cation contains a C5Me5 group occupying three coordination positions of a distorted octahedral iridium centre, a bidentate chelate P,S-bonded ligand and a chloride atom completing the coordination sphere.