72022-41-4

Upstream product

• 1271-47-2 ferroceneacetylene 
• 67254-06-2 trans-PtI(PPh₃)2C₆H₄Me-p 
• 2749-93-1 1-methyl-4-(1-propyn-1-yl)benzene 
• 624-31-7 4-tolyl iodide 
• 5720-05-8 4-methylphenylboronic acid 

Relevant academic research and scientific papers

Designing new iridium(iii) arene complexes of naphthoquinone derivatives as anticancer agents: a structure-activity relationship study

A series of iridium(iii) arene complexes of naphthoquinone derivatives of the formula [IrIII(η6-L1)(L2)(3,5-(NO2)2pcyd)](PF6) (L1 = p-methylphenyl)ethynylferrocene; L2 = Lap: lapachol, 1, Plum: plumbagin, 2, Law: lawsone, 3, and Jug: juglone, 4; 3,5-(NO2)2pcyd = 3,5-dinitrophenylcyanamide) have been synthesized and investigated for their suitability as potential anticancer drugs. The DNA-binding interactions of the complexes with calf thymus DNA have been studied by absorption, emission, and viscosity measurements. Their cytotoxicity against the cancer cell lines including colon adenocarcinoma (HT-29), liver hepatocellular carcinoma (HepG-2), breast (MCF-7), colon carcinoma (HCT-8), and ovary (A2780) is reported. Remarkably, almost all complexes exhibit significant cytotoxic effects towards HepG-2, MCF-7, and HCT-8 cancer cell lines and complex 1 emerged as the most cytotoxic derivative in comparison with other complexes. The complexes 1-4 increase the production of reactive oxygen species (ROS) in MCF-7 cells. The new compounds also inhibit the enzyme thioredoxin reductase activity at nanomolar concentrations. Furthermore, the complexes induce major levels of cancer cell death by apoptosis that is in correlation with activity in cytotoxicity studies.

Expanding the oxidative chemistry of organocopper reagents: Facile oxidative cross-coupling of copper acetylides with arylboronic acids

We have developed an efficient procedure for oxidative cross-coupling between arylboronic acids and alkynylcopper reagents. Upon simple addition of 1,10-phenanthroline in the presence of oxygen, these highly stable, readily available polymeric reagents are easily activated and transfer their alkynyl group after subsequent transmetallation with the boronic acid. These results further expand the oxidative chemistry of organocopper compounds together with providing a user-friendly entry to diaryl acetylenes.

Mo-catalyzed cross-metathesis reaction of propynylferrocene

Catalysts formed in situ from [Mo(CO)6] and halophenols in dichloromethane efficiently promote cross metathesis reactions of (prop-1-yn-1-yl)ferrocene with various functionalized alkynes to give the corresponding alkynylferrocenes with good selectivity and yields. Optimization of the reaction conditions by changing the phenol component has been carried out, revealing a critical influence of the phenol structure on the reaction yield. The structures of selected compounds were determined by single-crystal X-ray diffraction, and the results (particularly the crystal packing) were correlated with DFT calculations. In addition, the series of alkynes 4-XC 6H4C≡CFc (Fc = ferrocenyl) differing by the substituent X was studied by electrochemical methods, manifesting a good correlation between the redox potential of the ferrocene/ ferrocenium couple and the Hammett σp constants of the remote substituents X. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

Synthesis and oxidation of platinum(II) ferrocenylacetylide complexes, trans-[Pt(C≡CFc)(Ar)(Ph3P)2]

A number of trans-Pt(II) ferrocenylacetylide complexes were synthesized from the reaction of ferrocenylacetylene and trans-Ar(Ph3P)2PtI. The cyclic voltammograms showed on reversible wave near -0.15 V and one irreversible wave at +0.72-0.95 V. The latter anodic potentials correlate linearly with the Hammett σp+ constant. The one-electron-oxidized species were isolated from the reaction of the trans-Pt(II) ferrocenylacetylide complexes with DDQ or FcHPF6 as stable solids. The interaction parameter α2, calculated from the absorption maximum (νmax) of the intervalence transfer (IT) band observed at 1055-1075 nm, indicates the presence of a small degree of interaction between the two metals in the heteronuclear mixed-valence complexes. Also, the values of νmax correlate linearly with the Hammett σp+ constants of the substituents on the aryl ligand. The structure of trans-[Pt-(C≡CFc)(C6H4CO2Et-P)(Ph 3P)2] was confirmed by a single-crystal X-ray determination.