Crystal and molecular structures of two complexes of diphenyl(2-pyridyl)phosphine (L): [AuClL] and [Ag2Cl2L3]

Alcock, Nathaniel W.; Moore, Peter; Lampe, Paul A.; Mok, K. F.

doi:10.1039/dt9820000207

Cited by 70 publications

(43 citation statements)

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“…The same numbering scheme is maintained in all three molecules, except that atoms in the second molecule of A have a prime affix. The general geometry of the molecule is very like that observed for chlorotriphenylphosphinegold(I), C (Baenziger, Bennett & Soboroff, 1976), and chloro(2-pyridyl)diphenylphosphinegold(I), D (Alcock, Moore & Lampe, 1982). The P-Au-CI unit is essentially linear in all three molecules.…”

mentioning

confidence: 61%

Two crystalline phases of chlorotris(2-pyridyl)phosphinegold(I)

Lock¹,

Turner²

1987

Acta Crystallogr C

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mentioning

confidence: 61%

Two crystalline phases of chlorotris(2-pyridyl)phosphinegold(I)

Lock¹,

Turner²

1987

Acta Crystallogr C

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“…A C H T U N G T R E N N U N G (PPh 2 py)], [37] and [CuA C H T U N G T R E N N U N G (NCMe) 4 ]PF 6 , [38] were prepared according to published procedures. All other reagents were commercially available.…”

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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“…Compounds 1 (Alcock et al, 1982) and 2 (Calhorda et al, 2010) have previously been synthesised but in this study both compounds were done by a slightly modified method that led to better yields; whilst compound 1a which was prepared by adopting a one-pot approach is novel. All complexes were synthesized in good to excellent yields.…”

Section: Synthesis and Characterization Of The Complexesmentioning

confidence: 99%

Impedance technology reveals correlations between cytotoxicity and lipophilicity of mono and bimetallic phosphine complexes

et al. 2015

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Label free impedance technology enables the monitoring of cell response patterns posttreatment with drugs or other chemicals. Using this technology, a correlation between the lipophilicity of metal complexes and the degree of cytotoxicity was observed. Au(L1)Cl (1), AuPd(L1)(SC 4 H 8 )Cl 3 (1a) and Au(L2)Cl (2) (L1 = (diphenylphosphino-2-pyridine); L2 = 2-(2-(diphenylphosphino)ethyl)-pyridine) were synthesised, in silico drug-likeness and structure activity relationship (SAR) monitored using impedance technology. Dose dependent changes in cytotoxicity were observed for the metal complexes resulting in IC 50s of 12.5±2.5, 18.3±8.3 and 16.9±0.5 µM for 1, 1a and 2 respectively in an endpoint assay. When a real time impedance assay was used, dose-dependent responses depicting patterns that suggested slower uptake (at a toxic 20 µM) and faster recovery of the cells (at the less toxic 10 µM) of the bimetallic complex (1a) compared to the monometallic complexes (1 and 2) was observed. These data agreed with the ADMET findings of lower aqueous solubility of 1a and non ideal lipophilicity (AlogP98 of 6.55) over more water soluble 1 and 2 with ideal lipophilicity (4.91 and 5.03 respectively) values. The additional coordination of a Pd atom to the nitrogen atom of a pyridine ring, the sulfur atom of a tetrahydrothiophene (THT) moiety and two chlorine atoms in 1a could be contributing to the observed differences when compared to the monometallic complexes. This report presents impedance technology as a means of 2 correlating drug-likeness of lipophilic phosphine complexes containing similar backbone structures and could prove valuable in filtering drug-like compounds in a drug discovery project.

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Crystal and molecular structures of two complexes of diphenyl(2-pyridyl)phosphine (L): [AuClL] and [Ag2Cl2L3]

Cited by 70 publications

References 1 publication

Two crystalline phases of chlorotris(2-pyridyl)phosphinegold(I)

Two crystalline phases of chlorotris(2-pyridyl)phosphinegold(I)

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

Impedance technology reveals correlations between cytotoxicity and lipophilicity of mono and bimetallic phosphine complexes

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