850182-53-5

Upstream product

• 306741-65-1 [Fe2(μ-CN(Me)Me2C6H3)(μ-CO)(CO)2(Cp)2]SO3CF3 
• 10442-39-4 tetra-n-butylammonium cyanide 
• 306741-69-5 [Fe2(μ-CN(Me)Me2C6H3)(μ-CO)(NCMe)(CO)(Cp)2]SO3CF3 

Relevant academic research and scientific papers

Exploring the anticancer potential of diiron bis-cyclopentadienyl complexes with bridging hydrocarbyl ligands: Behavior in aqueous media and in vitro cytotoxicity

A series of diiron complexes based on the [Fe2Cp2(CO)x] skeleton (Cp = η5-C5H5, x = 2, 3; η4-C5H5Ph in place of one Cp in one case) and containing different bridging hydrocarbyl ligands (aminocarbyne, thiocarbyne, allenyl) were preliminarily investigated for their anticancer potential. The water solubility, stability in water and in the presence of a cell culture medium, and octanol/water partition coefficient were evaluated by spectroscopic techniques. The cytotoxicity was assessed in vitro toward the human ovarian carcinoma cell line A2780, the human triple negative breast cancer cell line MDA-MB-231, and the human vascular smooth muscle cell line SMC. Some aminocarbyne complexes exhibited a potent cytotoxicity, with IC50 values in the low micromolar/nanomolar range, and a strong selectivity for the A2780 cells in comparison to the SMC cell line. Several experiments were carried out in order to give insight into the mode of action of selected compounds, including an assessment of catalytic NADH oxidation and ROS production and studies of binding with DNA and with a model protein.

Regioselective Nucleophilic Additions to Diiron Carbonyl Complexes Containing a Bridging Aminocarbyne Ligand: A Synthetic, Crystallographic and DFT Study

Diiron μ-aminocarbyne compounds, 1a–e, are prepared in two steps from Fe2Cp2(CO)4, negating the need for difficult purification procedures of intermediate species; they are efficiently isolated by alumina chromatography. Minor amounts of μ-aminocarbyne aryl isocyanide compounds, 2a–c, are obtained as side products. The structures of the cations in 1a,c,e are calculated using DFT; the carbyne carbon is generally predicted to be the thermodynamic site of hydride addition, in agreement with a previous experimental finding concerning 1a. Accordingly, the reaction of 1e with NaBH4 affords a bridging aminocarbene complex, 4, in 85 % yield. Otherwise, the reaction of 1c with NaBH4 yields the aminocarbyne–cyclopentadiene derivative 3 (70 %), presumably as a consequence of the steric protection exerted by the xylyl–methyl groups towards the carbyne moiety. The sequential treatment of 1a,c with Li2CuCNMe2 and MeSO3CF3 affords 5a,b, comprising both aminocarbyne and alkoxycarbene ligands. In accordance with DFT calculations, the alkoxycarbene moiety in 5a is the most favourable site for nucleophilic attack. Thus, the reactions of 5a with NH2R (R = Et, iPr) and NBu4CN, respectively, give the aminocarbyne/aminocarbene complexes, 6a,b, and the aminocarbyne-α-cyanoalkyl 7. All the products are fully characterized by spectroscopic and analytical methods; moreover, the structures of 1a, 1d, 6a and 7 are elucidated by single-crystal X-ray diffraction studies.

Coupling of isocyanide and μ-aminocarbyne ligands in diiron complexes promoted by hydride addition

The diiron μ-aminocarbyne complexes [Fe2{μ-CN(Me)(R)} (μ-CO)(CO)(CNR′)(Cp)2][SO3CF3] (R = R′ = Xyl, 2a; R = Xyl, R′ = Me, 2b; R = Xyl, R′ = Bu t, 2c; R = Xyl, R′ = p-C6H4CF

Acetonitrile activation in di-iron μ-carbyne complexes: Synthesis and structure of the cyanomethyl complex [Fe2(μ-CNMe2)(μ-CO)(CO) (CH2CN)(Cp)2]

Reactions of [Fe2μ-CN(Me)R(μ-CO)(CO)(NCMe)(Cp)2]SO3CF3 (R = Me, 2a; CH2Ph, 2b; 2,6-Me2C6H3 2c) with LiBun afford the corresponding cyanomethyl complexes [Fe

Reactions of acetonitrile di-iron μ-aminocarbyne complexes; synthesis and structure of [Fe2(μ-CNMe2)(μ-H)(CO)2(Cp)2]

The complexes [Fe2{μ-CN(Me)R}(μ-CO)(NCMe)(CO)(Cp)2]SO 3CF3 (R = Me, 2a; 2,6-Me2C6H3, 2b; CH2Ph, 2c), easily obtained from the corresponding [Fe2{μ-CN(Me)R}(μ-CO)(CO)2(Cp)2]SO 3CF3 (1a-c) precursors, react with NBu4CN affording the cyano complexes [Fe2{μ-CN(Me)R}(μ-CO)(CN)(CO)(Cp)2] (3a-c) by displacement of the MeCN ligand. The analogous reaction with NBu4Cl leads to the formation of [Fe2{μ-CN(Me)R}(μ-CO)(Cl)(CO)(Cp)2] (4a-b). The μ-hydride complexes [Fe2{μ-CN(Me)R}(μ-H)(CO)2(Cp)2] (5a-b) have been prepared by reaction of 1a-b with NaBH4. The corresponding diruthenium compound [Ru2(μ-CNMe2)(μ-H)(CO)2(Cp)2] (6) has been similarly obtained from [Ru2(μ-CNMe2)(μ-CO)(NCMe) (CO)(Cp)2]SO3CF3. The X-ray molecular structure of 5a is that expected for cis isomers of this family of compounds. It shows a chiral conformation of the C5H5 ligands and the crystals are a conglomerate of enantiomeric individuals. NMR spectra of the various compounds, which are indicative of the presence of α-α or cis-trans isomeric mixtures, are reported and discussed.