A novel characterization of the structure of `Cossa's salt' Kx(NH4)1−x[PtCl3NH3]·H2O by crystallographic comparison with the stoichiometric compounds K[PtCl3NH3]·H2O and NH4[PtCl3NH3]·H2O

Oksanen, A.

doi:10.1016/s0020-1693(96)05532-6

Cited by 4 publications

(3 citation statements)

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“…Anionic complexes of the type [PtCl 3 (L)] − , analogous to the Cossá salt K[PtCl 3 (NH 3 )], [36][37][38] 41 All these methods were examined in the syntheses of the target Q[PtCl 3 (NCNR 2 )] species (Scheme 1, Table 1). In the case of Q = Ph 3 PCH 2 Ph, the best yields were achieved by using method A (reflux in NCNR 2 for 3-5 min) and B (reflux in EtNO 2 for 5-7 min).…”

Section: Resultsmentioning

confidence: 99%

Dialkylcyanamides are more reactive substrates toward metal-mediated nucleophilic addition than alkylcyanides

et al. 2013

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The dialkylcyanamide complexes Q[PtCl3(NCNR2)] (Q = Ph3PCH2Ph, R2 = Me21, Et22, C5H103, C4H8O 4; Q = NMe4, R2 = Me25; Q = NEt4, R2 = Me26) were synthesized either by dissolving Q2[Pt2(μ-Cl)2Cl4] in neat NCNR2 (1-4) or by substitution of a NCNR2 ligand with Cl(-) in [PtCl2(NCNR2)2] by its treatment with QCl (5, 6). Nucleophilic addition of dibenzylhydroxylamine, HON(CH2Ph)2, to 1-6 results in the formation of the complexes Q[PtCl3{NHC(NR2)ON(CH2Ph)2}] (Q = Ph3PCH2Ph, R2 = Me2, 7; Et2, 8; C5H10, 9; C4H8O, 10; Q = Me4N, R2 = Me211; Q = Et4N, R2 = Me2, 12) that further convert at room temperature in the solid state (1-24 h) or in a solution (0.5-2 h) to the imine complexes Q[PtCl3{N(CH2Ph)=C(H)Ph}] (Q = Ph3PCH2Ph, 13; Me4N, 14; Et4N, 15) and the corresponding dialkylureas H2NC(=O)NR2. The competitive reactivity study of the nucleophilic addition of HON(CH2Ph)2 to (Ph3PCH2Ph)[PtCl3(NCR')] (R' = Ph, NR2, CH2Ph) indicated that the reactivity of the coordinated NCNR2 is comparable to NCPh, while NCCH2Ph appeared to be much less reactive than the former two ligands. Compounds 1-6 and 13 were fully characterized by elemental analyses (C, H, N), high resolution ESI-MS, IR, and (1)H and (13)C{(1)H} NMR spectroscopy. The structure of 1 was additionally verified by a single-crystal X-ray diffraction.

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Section: Resultsmentioning

confidence: 99%

Dialkylcyanamides are more reactive substrates toward metal-mediated nucleophilic addition than alkylcyanides

et al. 2013

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“…Synthesis of ( OC -6 − 43)-Bis(acetato)(1-adamantylamine)amminedichloroplatinum(IV) (1). The Cossa's salt was prepared from cisplatin by method described by Oksannen. , …”

Section: Methodsmentioning

confidence: 99%

“…The Cossa's salt was prepared from cisplatin by method described by Oksannen. 7,8 The solution (8.72 g, 57.65 mmol) of 1-adamantylamine in 80 mL of ethanol was added under stirring to the filtered solution (20.0 g i.e., 54.56 mmol) of Cossa's salt. All operations with free amine were performed in inert atmosphere (predominantly nitrogeneous).…”

Section: Methodsmentioning

confidence: 99%

Platinum(IV) Complex with Adamantylamine as Nonleaving Amine Group: Synthesis, Characterization, and in Vitro Antitumor Activity against a Panel of Cisplatin-Resistant Cancer Cell Lines

Tuřánek

Kroutil

et al. 2003

J. Med. Chem.

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Procedure of the synthesis is described for new platinum(IV) drug LA-12 [(OC-6-43)-bis(acetato)(1-adamantylamine)amminedichloroplatinum(IV)]. The X-ray diffraction analysis shows that the structure is created by molecules with octahedral arrangement of ligands around a platinum atom and contains one H(2)O molecule that is not a part of the coordination sphere of platinum. This new drug is more reactive with glutathione than cisplatin and is lacking cross-resistance with cisplatin as proven on the panel of cancer cell lines.

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HPLC Method for the Determination of the Purity of K[Pt(NH₃)Cl₃], a Precursor of the Platinum Complexes with Cytostatic Activity

et al. 2011

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A novel characterization of the structure of `Cossa's salt' Kx(NH4)1−x[PtCl3NH3]·H2O by crystallographic comparison with the stoichiometric compounds K[PtCl3NH3]·H2O and NH4[PtCl3NH3]·H2O

Cited by 4 publications

References 12 publications

Dialkylcyanamides are more reactive substrates toward metal-mediated nucleophilic addition than alkylcyanides

Dialkylcyanamides are more reactive substrates toward metal-mediated nucleophilic addition than alkylcyanides

Platinum(IV) Complex with Adamantylamine as Nonleaving Amine Group: Synthesis, Characterization, and in Vitro Antitumor Activity against a Panel of Cisplatin-Resistant Cancer Cell Lines

HPLC Method for the Determination of the Purity of K[Pt(NH₃)Cl₃], a Precursor of the Platinum Complexes with Cytostatic Activity

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A novel characterization of the structure of `Cossa's salt' Kx(NH4)1−x[PtCl3NH3]·H2O by crystallographic comparison with the stoichiometric compounds K[PtCl3NH3]·H2O and NH4[PtCl3NH3]·H2O

Cited by 4 publications

References 12 publications

Dialkylcyanamides are more reactive substrates toward metal-mediated nucleophilic addition than alkylcyanides

Dialkylcyanamides are more reactive substrates toward metal-mediated nucleophilic addition than alkylcyanides

Platinum(IV) Complex with Adamantylamine as Nonleaving Amine Group: Synthesis, Characterization, and in Vitro Antitumor Activity against a Panel of Cisplatin-Resistant Cancer Cell Lines

HPLC Method for the Determination of the Purity of K[Pt(NH3)Cl3], a Precursor of the Platinum Complexes with Cytostatic Activity

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HPLC Method for the Determination of the Purity of K[Pt(NH₃)Cl₃], a Precursor of the Platinum Complexes with Cytostatic Activity