(Tetrahydrothiophene)Gold(I) or Gold(III) Complexes

Usón, Rafael; Laguna, Antonio; Laguna, Mariano; Briggs, D.; Murray, H. H.; Fackler, John P.

doi:10.1002/9780470132579.ch17

Cited by 614 publications

(331 citation statements)

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“…[AuCl(PPh 2 CH 2 CH 2 py)] was prepared by reaction of [AuClA C H T U N G T R E N N U N G (tht)] [39] (THT = tetrahydrothiophene) with PPh 2 CH 2 CH 2 py in dichloromethane. (1.570 g, 3 mmol) in acetone (100 mL), together with a magnetic stirring bar.…”

Section: Methodsmentioning

confidence: 99%

Highly Luminescent Gold(I)–Silver(I) and Gold(I)–Copper(I) Chalcogenide Clusters

Crespo

Gimeno

Laguna

et al. 2006

Chemistry A European J

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The reactions of [AuClL] with Ag2O, where L represents the heterofunctional ligands PPh2py and PPh2CH2CH2py, give the trigoldoxonium complexes [O(AuL)3]BF4. Treatment of these compounds with thio‐ or selenourea affords the triply bridging sulfide or selenide derivatives [E(AuL)3]BF4 (E=S, Se). These trinuclear species react with Ag(OTf) or [Cu(NCMe)4]PF6 to give different results, depending on the phosphine and the metal. The reactions of [E(AuPPh2py)3]BF4 with silver or copper salts give [E(AuPPh2py)3M]2+ (E=O, S, Se; M=Ag, Cu) clusters that are highly luminescent. The silver complexes consist of tetrahedral Au3Ag clusters further bonded to another unit through aurophilic interactions, whereas in the copper species two coordination isomers with different metallophilic interactions were found. The first is analogous to the silver complexes and in the second, two [S(AuPPh2py)3]+ units bridge two copper atoms through one pyridine group in each unit. The reactions of [E(AuPPh2CH2CH2py)3]BF4 with silver and copper salts give complexes with [E(AuPPh2CH2CH2py)3M]2+ stoichiometry (E=O, S, Se; M=Ag, Cu) with the metal bonded to the three nitrogen atoms in the absence of Au⋅⋅⋅M interactions. The luminescence of these clusters has been studied by varying the chalcogenide, the heterofunctional ligand, and the metal.

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Section: Methodsmentioning

confidence: 99%

Highly Luminescent Gold(I)–Silver(I) and Gold(I)–Copper(I) Chalcogenide Clusters

Crespo

Gimeno

Laguna

et al. 2006

Chemistry A European J

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“…Gold(I) starting materials (μ-1,2-bis(diphenylphosphino)ethane)bis(chlorogold) [49], (μ-1,3-bis(diphenylphosphino)propane)bis(chlorogold) [50], (μ-1,5-bis(diphenylphosphino)pentane)bis(chlorogold) [51], (μ-1,6-bis(diphenylphosphino)hexane)bis(chlorogold) [52] and chloro(trimethylphosphine)gold [53] were prepared by substitution of tetrahydrothiophene (tht) in [(tht)AuCl] [54,55] with the appropriate phosphine. The synthesis of (μ-1,2-bis(dimethylphosphino)ethane)bis (chlorogold) followed the same method.…”

Section: Synthesis and Characterizationmentioning

confidence: 99%

Amides of gold(I) diphosphines prepared from N-heterocyclic sources and their in vitro and in vivo screening for anticancer activity

Horvath

Dobrzańska

Strasser

et al. 2012

Journal of Inorganic Biochemistry

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Synopsis __________________________________________________________________________Among a new series of gold(I) complexes that contain diphosphine and deprotonated N-heterocyclic ring systems as ligands, the compounds containing diphenyl(phosphino)pentane and pyrazolate (lypophilic) or 1,2,4,-triazolate (hydrophilic) have high anti-tumour specificities. They induce an apoptic cell death pathway and have the maximum tolerated dose of 1.5 μmol/kg when administered to Balb/C mice. ___________________________________________________________________ *Synopsis for the Graphical abstract  In 25 new complexes diphosphines and azolate-type ligands coordinate to gold  Solvent molecules and counterions appear within channels of a crystalline complex  Cytotoxicity is dependent upon aliphatic C chain length in the ligands  An apoptosis cell death with certain mitochondrial involvement is indicated  Tolerated doses compared to [Au(dppe) 2 ]Cl, tumour specificity is much better *Highlights A B S T R A C T ------------------------------------------------------------------------A series of new neutral mononuclear or dinuclear gold(I) complexes and a cyclic cationic tetranuclear amidogold(I) complex comprising of the phosphines 1,2-bis(dimethylphosphino)ethane (dmpe), μ-1,2-bis(diphenylphosphino)ethane (dppe), μ-1,3-bis(diphenylphosphino)propane (dppp), μ-1,5-bis(diphenylphosphino)pentane (dpppe), μ-1,6-bis(diphenylphosphino)hexane (dpph) or trimethylphosphine, and several N-heterocyclic ring systems (imidazolate, pyrazolate, 1,2,3-triazolate, 1,2,4-triazolate, pyrrolate, 9H-purine-9-ate or 9H-purine-6-amine-9-ate) as ligands, reveal intermolecular aurophilic interactions and 2D channels available for solvent molecules in some of their crystal structures. The antitumou r 2 activity of the acyclic gold(I) compounds is highly dependent on the substituents on the phosphorus atoms being highest for phenyl groups and lower for methyl groups. The activity of these compounds against selected cell lines is linked to the length of the carbon bridge between the two phosphorus atoms being highest with a bridge consisting of 5 or 6 carbons. Two compounds with the highest tumour specifities that contain dpppe and pyrazolate (a lipophilic compound) or 1,2,4-triazolate (a hydrophilic compound) induce the apoptic cell death pathway and tolerate a maximum dose of 1.5 μmol/kg when administered to Balb/C mice.

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“…Gold complexes were handled with exclusion of light. [AuCl(THT)] [77] and the phosphinines C 5 H 2 P-2,6-Me 2 -4-Ph [78] and C 5 H 2 P-2,4,6-Ph 3 [78] were prepared according to published procedures. X-Ray crystal structure analyses: For each data collection a single crystal was mounted on a glass fibre, and all geometric and intensity data were taken from this sample.…”

Section: Methodsmentioning

confidence: 99%

Crystal Structures of the Gold(I) Phosphinine Complexes [AuCl(C₅H₂P-2,6-Me2-4-Ph)] and [AuCl(C₅H₂P-2,4,6-Ph₃)]

Stott

Bruhn

Siemeling

2013

Zeitschrift Für Naturforschung B

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The gold(I) phosphinine complexes [AuCl(C 5 H 2 P-2,6-Me 2 -4-Ph)] and [AuCl(C 5 H 2 P-2,4,6-Ph 3 )] were prepared and structurally characterised by single-crystal X-ray diffraction studies. In the former case, individual molecules are aggregated in the crystal as crossed dimers with an Au···Au distance of 3.60Å, compatible with a weak aurophilic interaction. In the latter case, intermolecular Au···π interactions involving the phosphinine ring are observed with Au···C distances in the range from ca. 3.32 to 3.44Å, which make [AuCl(C 5 H 2 P-2,4,6-Ph 3 )] the first structurally characterised example of intermolecular Au···π interactions involving a heteroarene.

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(Tetrahydrothiophene)Gold(I) or Gold(III) Complexes

Cited by 614 publications

References 5 publications

Highly Luminescent Gold(I)–Silver(I) and Gold(I)–Copper(I) Chalcogenide Clusters

Highly Luminescent Gold(I)–Silver(I) and Gold(I)–Copper(I) Chalcogenide Clusters

Amides of gold(I) diphosphines prepared from N-heterocyclic sources and their in vitro and in vivo screening for anticancer activity

Crystal Structures of the Gold(I) Phosphinine Complexes [AuCl(C₅H₂P-2,6-Me2-4-Ph)] and [AuCl(C₅H₂P-2,4,6-Ph₃)]

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(Tetrahydrothiophene)Gold(I) or Gold(III) Complexes

Cited by 614 publications

References 5 publications

Highly Luminescent Gold(I)–Silver(I) and Gold(I)–Copper(I) Chalcogenide Clusters

Highly Luminescent Gold(I)–Silver(I) and Gold(I)–Copper(I) Chalcogenide Clusters

Amides of gold(I) diphosphines prepared from N-heterocyclic sources and their in vitro and in vivo screening for anticancer activity

Crystal Structures of the Gold(I) Phosphinine Complexes [AuCl(C5H2P-2,6-Me2-4-Ph)] and [AuCl(C5H2P-2,4,6-Ph3)]

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Crystal Structures of the Gold(I) Phosphinine Complexes [AuCl(C₅H₂P-2,6-Me2-4-Ph)] and [AuCl(C₅H₂P-2,4,6-Ph₃)]