Synthesis and characterization of non-bridging mono- and bis-σ-η1-alkynyl derivatives of the phosphido-bridged hexaplatinum core [Pt6(μ-PBut2)4(CO)4]2+

Bonuccelli, Veronica; Funaioli, Tiziana; Leoni, Piero; Marchetti, Fabio; Marchetti, Lorella; Pasquali, Marco

doi:10.1039/c6dt00410e

Cited by 7 publications

(4 citation statements)

References 108 publications

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“…The analyte was then introduced ( c ≈ 7 × 10 –4 M), and the voltammograms were recorded (scan rate: 0.1 V·s –1 ); then a small amount of ferrocene was added, and the voltammograms were repeated. The potentials were determined by placing E 1/2 = +0.39 V versus saturated calomel electrode (SCE) for the Cp 2 Fe + /Cp 2 Fe couple (as experimentally determined for our home-built cell) and then referenced to NHE ( E SCE = +0.241 V vs NHE) …”

Section: Methodsmentioning

confidence: 99%

α-Diimines as Versatile, Derivatizable Ligands in Ruthenium(II) p-Cymene Anticancer Complexes

et al. 2018

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α-Diimines are among the most robust and versatile ligands available in synthetic coordination chemistry, possessing finely tunable steric and electronic properties. A series of novel cationic ruthenium(II) p-cymene complexes bearing simple α-diimine ligands, [(η- p-cymene)RuCl{κ N-(HCNR)}]NO (R = Cy, [1]NO; R = 4-CHOH, [2]NO; R = 4-CHOH, [3]NO), were prepared in near-quantitative yields as their nitrate salts. [2]NO displays high water solubility. The potential of the α-diimine ligand in [3]NO as a carrier of bioactive molecules was investigated via esterification reactions with the hydroxyl groups. Thus, the double-functionalized derivatives [(η- p-cymene)RuCl{κ N-(HCN(4-CHOCO-R))}]NO (R = aspirinate, [5]NO; valproate, [6]NO) and also [4]Cl (R = Me) were obtained in good-to-high yields. UV-vis and multinuclear NMR spectroscopy and cyclic voltammetric studies in aqueous solution revealed only minor ruthenium chloride hydrolytic cleavage, biologically accessible reduction potentials, and pH-dependent behavior of [3]NO. Density functional theory analysis was performed in order to compare the Ru-Cl bond strength in [1] with the analogous ethylenediamine complex, showing that the higher stability observed in the former is related to the electron-withdrawing properties of the α-diimine ligand. In vitro cytotoxicity studies were performed against tumorigenic (A2780 and A2780cisR) and nontumorigenic (HEK-293) cell lines, with the complexes bearing simple α-diimine ligands ranging from inactive to IC values in the low micromolar range. The complexes functionalized with bioactive components, i.e., [5]NO and [6]NO, exhibited a marked increase in the cytotoxicity with respect to the precursor [3]NO.

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Section: Methodsmentioning

confidence: 99%

α-Diimines as Versatile, Derivatizable Ligands in Ruthenium(II) p-Cymene Anticancer Complexes

et al. 2018

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“…1625w, 1582m (ν C27=C28 ), 1466m, 1436s, 1379m, 1340w, 1303m, 1264m, 1201s, 1151s, 1115m, 1074s, 1031m, 1000m, 937w, 896w, 853w, 817m, 801m, 780m, 749m, 696s , 1483w, 1469m, 1436m, 1396m, 1385m, 1339w, 1285msh, 1262s, 1197s, 1187s, 1120m, 1108m, 1081s, 1030m, 1018s, 1002m, 943w, 896w, 846w, 801m, 747s, 722m, 697s, 665m placing E 1/2 = +0.39 V vs. SCE for the Cp 2 Fe + /Cp 2 Fe couple. 38 The ohmic drop was not compensated.…”

Section: Discussionmentioning

confidence: 99%

Ruthenium arene complexes with triphenylphosphane ligands: cytotoxicity towards pancreatic cancer cells, interaction with model proteins, and effect of ethacrynic acid substitution

et al. 2017

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“…A symmetrical bis(alkynyl) derivative 141 is obtained essentially in compliance with the established Sonogashira mechanism ( Scheme 76 ) [ 180 ]. The reaction is carried out under atmospheric acetylene pressure; it is initiated by mixing acetylene with metal cluster 140 in 2:1 molar ratio.…”

Section: Acetylene In Organic Synthesismentioning

confidence: 99%

Acetylene in Organic Synthesis: Recent Progress and New Uses

et al. 2018

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Recent progress in the leading synthetic applications of acetylene is discussed from the prospect of rapid development and novel opportunities. A diversity of reactions involving the acetylene molecule to carry out vinylation processes, cross-coupling reactions, synthesis of substituted alkynes, preparation of heterocycles and the construction of a number of functionalized molecules with different levels of molecular complexity were recently studied. Of particular importance is the utilization of acetylene in the synthesis of pharmaceutical substances and drugs. The increasing interest in acetylene and its involvement in organic transformations highlights a fascinating renaissance of this simplest alkyne molecule.

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Synthesis and characterization of non-bridging mono- and bis-σ-η¹-alkynyl derivatives of the phosphido-bridged hexaplatinum core [Pt₆(μ-PBu^t₂)₄(CO)₄]²⁺

Cited by 7 publications

References 108 publications

α-Diimines as Versatile, Derivatizable Ligands in Ruthenium(II) p-Cymene Anticancer Complexes

α-Diimines as Versatile, Derivatizable Ligands in Ruthenium(II) p-Cymene Anticancer Complexes

Ruthenium arene complexes with triphenylphosphane ligands: cytotoxicity towards pancreatic cancer cells, interaction with model proteins, and effect of ethacrynic acid substitution

Acetylene in Organic Synthesis: Recent Progress and New Uses

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