The synthesis and X-ray structure analysis of dichloro {1,3-bis(disphenylphosphino)propane}digold(I)

Cooper, Mervyn K.; Mitchell, Luke E.; Henrick, Kim; McPartlin, Mary; Scott, A. M.

doi:10.1016/s0020-1693(00)87658-6

Cited by 40 publications

(18 citation statements)

References 3 publications

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“…7(b)) show quasi onedimensional chains which are constructed by connecting neighboring molecules through AuÁ Á ÁAu interactions (r(Au-Au) = 3.1081(5) Å for 6 and 3.1389(5) Å for 7). A similar quasi one-dimensional chain was reported previously for the starting chloride, but the Au-Au distance is significantly longer (r(Au-Au) = 3.316 Å ) [17]. For the diphosphine ligand with the C-C-C backbone, the special role of the 2-S-pyridine on the aurophilicity is demonstrated again in 6.…”

Section: Crystal Structures and Aurophilicitysupporting

confidence: 82%

“…Bates et al [16] and Balch and co-workers [12] have drawn attention to the change of aurophilic interaction due to the polymorphims in Au phosphine derivatives. Healy and co-workers [17] have also reported the importance of cooperative effects of weak forces in different crystal structures of the same Au compounds. We have also reported that the appearance of aurophilicity depends on the crystal polymorphism for simple mononuclear Au phosphine derivatives [13].…”

Section: Crystal Structures and Aurophilicitymentioning

confidence: 97%

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The effect of carbon chain length of the diphosphine ligand on the aurophilic interaction. Synthesis and X-ray structural study for a series of Au(I) compounds with Ph2P–R–PPh2 and S-(CH2) -py ligands

Onaka

Yaguchi

Yamauchi

et al. 2005

Journal of Organometallic Chemistry

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Section: Crystal Structures and Aurophilicitysupporting

confidence: 82%

Section: Crystal Structures and Aurophilicitymentioning

confidence: 97%

The effect of carbon chain length of the diphosphine ligand on the aurophilic interaction. Synthesis and X-ray structural study for a series of Au(I) compounds with Ph2P–R–PPh2 and S-(CH2) -py ligands

Onaka

Yaguchi

Yamauchi

et al. 2005

Journal of Organometallic Chemistry

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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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“…The optically active diphosphine‐bridged digold(I) metalloligands [H 2 1 ]–[H 2 5 ] are prepared from chloridogold(I) diphosphine precursors – [Au 2 (dppm)Cl 2 ],42 [Au 2 (dppe)Cl 2 ],43 [Au 2 (dppp)Cl 2 ],44 [Au 2 (dppb)Cl 2 ],45 and [Au 2 (dpppe)Cl 2 ]45 – by treating two equivalents of d ‐H 2 pen in the presence of a base. They are isolated as a neutral form of [Au 2 (dppx)( d ‐Hpen‐ S ) 2 ], in which two terminal d ‐pen ligands are partially protonated to create d ‐Hpen.…”

Section: Diphosphine‐bridged Digold(i) Metalloligandsmentioning

confidence: 99%

Metallosupramolecular Structures Derived from a Series of Diphosphine-bridged Digold(I) Metalloligands with Terminald-Penicillamine

Yoshinari

Konno

2016

The Chemical Record

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In this report, we describe our recent work on the development of a new family of chiral heteroleptic digold(I) metalloligands with mixed diphosphine and d-penicillaminate (d-pen), [Au2 (dppx)(d-pen-S)2 ](2-) (dppx = PPh2 (CH2 )n PPh2 , n = 1-5) and their application for the construction of chiral multinuclear and metallosupramolecular structures. The reactions of the metalloligands with 3d metal ions produce a variety of chiral heterobimetallic structures retaining the digold(I) metalloligand structure, ranging from discrete trinuclear to infinite helix structures that depend on the type of dppx. In addition, monophosphine and triphosphine analogues of the metalloligands were designed, and their coordination behavior is discussed to show the essential properties and potential extensibility of this class of metalloligands.

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The synthesis and X-ray structure analysis of dichloro {1,3-bis(disphenylphosphino)propane}digold(I)

Cited by 40 publications

References 3 publications

The effect of carbon chain length of the diphosphine ligand on the aurophilic interaction. Synthesis and X-ray structural study for a series of Au(I) compounds with Ph2P–R–PPh2 and S-(CH2) -py ligands

The effect of carbon chain length of the diphosphine ligand on the aurophilic interaction. Synthesis and X-ray structural study for a series of Au(I) compounds with Ph2P–R–PPh2 and S-(CH2) -py ligands

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

Metallosupramolecular Structures Derived from a Series of Diphosphine-bridged Digold(I) Metalloligands with Terminald-Penicillamine

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