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Organophosphines in organoplatinum complexes: structural aspects of PtPCX2 (X = OL, NL, Cl, SL, SeL, SiL, Br or I) derivatives

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Abstract

In this review are classified and analyzed the structural parameters of eighty monomeric organoplatinum complexes with inner coordination spheres of PtPCX2 (X = OL, NL, Cl, SL, SeL, SiL, Br or I). These complexes crystallized in four crystal systems: cubic, orthorhombic, monoclinic and triclinic. Distorted square planar environments about the Pt(II) atoms are built up from monodentate, homobidentate, heterobidentate and heterotridentate donor ligands. The chelating ligands create wide varieties of metallocycles. These are discussed in terms of the coordination about the platinum atom, and correlations are drawn between donor atoms, bond lengths and interbond angles, with particular attention to any trans-influence. There are complexes with cis- as well as trans-configurations, but the former by far prevail. The Pt–L bonds in the complexes with cis-configuration appear to be more polar and presumably weaker than those in their trans-partners.

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Abbreviations

Acac:

Acetylacetonate

B(C8H3F6)4 :

Tetrakis(3,5-(bis(trifluoromethyl)phenyl)

bpy:

2,2′-bipyridine

Bu t2 PC12H13N2 :

1-di-t-butylphosphino-3-mesitylimidazolylidene

Bu t2 PC15H24N:

1-(diethylamino)methyl)-3-(di-t-butylphosphino)methyl-2,4,6-trimethylbenzene

Bu t2 PC9H10 :

2-(2-(diisopropylphosphino)phenyl)-2-propanyl

C(NMe2)=SEt:

N,N-dimethylaminoethylthiocarbene

C3H6O3 :

2-peroxidopropan-2-olate

C5H7O2 :

Acetylacetonyl

C5H9N2 :

1,3-dimethyl-2,3-dihydro-1H-imidazol-2-ylidene

C7H19N:

1-(N,N-diethylammoniomethyl)-2-methylprop-1-enyl

C7H6NMe2 :

2-(dimethylaminomethyl)phenyl

C8H12N4S2 :

1,1′-(perhydropyrimidine-1,3-diyl-bis[methylimino)methane-thiolate]

C8H7(NMe2)2 :

2,6-bis((dimethylamino)methyl)phenyl

C9H6NS:

2-(pyridin-2-yl)thien-3-yl

C10H14N4S2 :

1,1′-(perhydropyrimidine-1,3-diyl-bis[ethylimino)methane-thiolate]

C10H8O:

Benzyl(ethoxy)carbene

C13H18N2 :

1,3-di-isopropylbenzenimidazolin-2-ylidene

C14H10N3 :

2-(6-(1H-imidazol-2-yl)pyridin-2-yl)phenyl

C14H10N3 :

2-(6-(3-1H-pyrazolyl)-2-pyridyl)phenyl

C15H12N2S2 :

1,3-imidazolidinyl-N,N′-bis(2-benzenethiolate)

C15H15N2S:

1-methyl-3-((phenylsulfanyl)methyl)benzimidazol-2-ylidene

C15H23BN6 :

Hydrogen tris(3,5-dimethylpyrazolyl)borate

C16H11N2 :

6-phenyl-2,2′-bipyridíne

C16H13OS:

3-phenyl-3-(p-tolylthio)prop-2-enoyl

C16H19S3 :

2,6,10-trithia[11]-m-cyclophane

C17H12N:

2-(6-phenyl-2-pyridinyl)phenyl

C17H16Cl2N4Se2 :

1,1′-(perhydroimidazole-1,3-diyl)bis{(4-chlorophenylimino) methaselenolate}

C17H16N4O2 :

1-nitro-9-[(2-aminomethyl)amino]acridine

C20H20N4 :

1-(pyridin-2-yl)-4-(pyridin-2-yl)-5,6,7,8,9,10-hexahydrocyclo-octa[d]pyridazine

C21H19N2 :

N-(4-methylphenyl)-7-((4-methylphenyl)imino)cyclohepta-1,3,5-trienaminate

C21H19P:

(3-triphenylphosphonio)propenyl

C21H26N2 :

1,3-dimesityl-dihydroimidazol-2-ylidene

C23H19N2 :

4-(p-tolyl)-6-phenyl-2,2′-bipyridine

C23H20O5 :

CC(CO2Et)=C(Ph)C(CO2Et)=CPhO

C24H20N3 :

2-(4-(4-dimethylaminophenyl)-2,2′-bipyridin-2-yl)phenyl

C27H22N2O2P:

N2-(2-diphenylphosphino)benzylidene)-N-(2-hydroxyphenyl) glycinamidate

C28H23N2 :

3-(4-t-butyl-6-(isoquinolin-3-yl)pyridin-2-yl)-2-naphthyl

C28H24N2O2P:

N 2-(2-diphenylphosphino)benzylidene)-N-(2-hydroxy-methyl) phenyl)glycinamidate

C29H26N2O2P:

N-(2-((2-diphenylphosphino)benzylidene)amino)propyl)-2-hydroxybenzamidate

C30H19N2 :

3-(4-phenyl-6-(isoquinolin-3-yl)pyridin-2-yl)-2-naphthyl

C34H32N4OP:

Rac-(N-(5,7-dimethyl-1,8-naphthyridin-2-yl)-N2-(2-diphenyl-phosphinyl)benzylidene)valinamidate

C35H29N3O3P:

(N 2-(benzyloxycarbonyl)-N-(2-((diphenylphosphanyl)phenyl) methylidene)amino)phenyl)glycinamide

C45H69NO4 :

2,6-bis(2,4-bis(n-heptoxy)phenyl)pyridinium-4-yl

C9H9N2O7 :

3,4,5-trimethoxy-2,6-dinitrophenyl

NC6H5N3O:

9-methyl-6-oxo-6,9-dihydro-1H-purin-1-yl

NC6H6N3O:

9-methyl-1,9-dihydro-6H-purin-6-one

NC6H7NO2 :

1-methylthyminate

OSO2CF3 :

Trifluoromethanesulfonate

(o-tolyl)2PC7H6 :

2-(di-o-tolylphoshino)benzyl

P(C3H3O2)Ph2 :

Diphenylphosphinopropanoic acid

P(C6H4SO3)3 :

3,3′,3″-(phosphinetriyl)tribenzenesulfonate

P(C7H7O)3 :

Tris(2-methoxyphenyl)phosphine

Ph2P(CH2)2SPh:

Diphenyl(2-(phenylsulfanyl)ethyl)phosphine

Ph2PC10H10N3 :

N-((diphenylphosphino)methyl)-7-methyl-1,8-naphthyridin-2-amine

Ph2PC11H16PO3 :

Diethyl(diphenylphosphino(phenyl)methyl)phosphonate

Ph2PC15H16N:

2-(2-diphenylphosphino)-N-(1-phenylethyl)benzyl-amine

Ph2PCH2N(But)PPh2 :

2-t-butyl-1,1,4,4-tetraphenyl-2-aza-1,4-diphosphino-1,4-diyl

phen:

1,10-phenanthroline

py:

Pyridine

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Acknowledgements

This work was supported by the Projects VEGA 1/0873/15, KEGA 022UK-4/2015, APVV-15-0585.

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Authors and Affiliations

  1. Department of Pharmaceutical Analysis and Nuclear Pharmacy, Faculty of Pharmacy, Comenius University in Bratislava, Odbojárov 10, 832 32, Bratislava, Slovak Republic

    Milan Melník & Peter Mikuš

  2. Toxicological and Antidoping Center, Faculty of Pharmacy, Comenius University in Bratislava, Odbojárov 10, 832 32, Bratislava, Slovak Republic

    Milan Melník & Peter Mikuš

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  1. Milan Melník
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Correspondence to Milan Melník.

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Melník, M., Mikuš, P. Organophosphines in organoplatinum complexes: structural aspects of PtPCX2 (X = OL, NL, Cl, SL, SeL, SiL, Br or I) derivatives. Transit Met Chem 42, 673–682 (2017). https://doi.org/10.1007/s11243-017-0173-5

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