Platinum Compounds of Alkadienes (Diolefins).

Jensen, Kai Arne; Nielsen, Erling Juhl; Reiter, R.; Schønfeldt, E.; Steensgaard, Inger; Rosenberg, Th.

doi:10.3891/acta.chem.scand.07-0866

Cited by 39 publications

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“…The reaction of (1,5-hexadiene)PtCl 2 with bispidine D is best carried out in dimethylformamide (DMF) (Scheme ). When clear concentrated DMF solutions of the starting components are mixed at ambient temperature, a colorless precipitate forms.…”

Section: Resultsmentioning

confidence: 99%

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9,9-Difluorobispidine Analogues of Cisplatin, Carboplatin, and Oxaliplatin

2017

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As part of a comprehensive study of N-unsubstituted bispidines, the novel 9,9-difluorobispidine (D) has been synthesized. The compound crystallizes from pentane below 0 °C in the ordered-crystalline phase D-II and undergoes at 0-30 °C a stepwise endothermic phase transition to a dynamically disordered crystalline phase D-I; melting occurs at 227 °C. Single crystalline D-II has been subjected to X-ray structure analysis, revealing association of the molecules to form chains. Reaction of (1,5-hexadiene)PtCl with D affords {CHF(NH)}PtCl (D1), which can be converted by conventional routes to {CHF(NH)}Pt(cbdca)·5HO (D2) and {CHF(NH)}Pt(CO) (D3). Compound D1 crystallizes solvent-free from water and is isomorphous to the solvent-free parent bispidine analogue (A1). The pentahydrate D2 is isomorphous to the bispidine and 9-oxabispidine homologues (A2 and C2), as shown by X-ray structure analyses. An increased polarity of the bispidine skeleton as a consequence of the high electronegativity of fluorine is seen as the reason for low cytotoxic potency of D1-D3.

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Section: Resultsmentioning

confidence: 99%

“…The reactions were performed with Schlenk-type glassware under argon. 3,7-Diallyl-bispidin-9-one ( 1 ; FW 220.3) and (1,5-hexadiene)PtCl 2 were prepared according to the literature. DAST and XtalFluor-E were used as obtained from Aldrich.…”

Section: Methodsmentioning

confidence: 99%

9,9-Difluorobispidine Analogues of Cisplatin, Carboplatin, and Oxaliplatin

2017

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“…Comparison was done with previous literature data available for the synthesis of 1, and it was found that although the oldest procedure reported by Jensen [3] seems to be the best in terms of mild conditions and yield (quantitative) but is more time consuming (over 2 days) whereas using our conditions the reaction can be completed in 10 min and using commercially available and cheap reagent, allyl chloride. The unexpected reaction also brings up an interesting route to the product as two molecules of allyl chloride combine to form a bi-allyl which then seems to bind to the metal.…”

Section: Resultsmentioning

confidence: 90%

“…However the attempts to make the analogous platinum complexes had been difficult and low yielding [2] especially until the early 1970s. On the contrary Pt(II)Cl 2 -1,5-hexadiene [3] has been known since 1953, but its crystal structure has never been reported. Herein we report a simple and convenient synthetic procedure for the synthesis of Pt(II)Cl 2 -1,5-hexadiene and its crystal structure.…”

Section: Introductionmentioning

confidence: 99%

Unexpected synthesis and structural characterization of Pt(II)Cl2-1,5-hexadiene from reaction of allyl chloride and K2PtCl4

Nair

Golen

Rheingold

et al. 2010

Inorganica Chimica Acta

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“…The (=CH,) groups of the ligand are both on the same side of the Pt-CI(1)-Cl (2) plane. The "twisted" conformation ( Fig.…”

Section: Resultsmentioning

confidence: 99%

The Crystal Structure of cis-Dichloro(2,2′-oxydi-3-butene)platinum(II), PtCl₂((CH₂=CH—CH(CH₃))₂O)

Hubert¹,

Beauchamp²,

Théophanides³

1973

Can. J. Chem.

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The reaction of K,PtCI, with CH3-CH=CH-CH,-OH yields the complex cis-[PtCl,((CH,= CH-CH(CH3)),0)].The crystals are triclinic, space group P i , a = 9.420(2) a, b = 8.359(4) A, c = 7.837(4) A, a = 91.10(4)", ! 3 = 62.13(4)", y = 80.80(5)", and Z = 2. The structure, solved by standard methods, has been refined anisotropically by full matrix least-squares methods to a R factor of 0.052 by use of 2441 independent observed reflections. The complex is a monomer, where both double bonds of the diolefin ether are coordinated to the platinum atom as in Zeise's salt. The usual square planar coordination of platinum (I1) Can. . I . Chern., 51, 604 (1973)

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Platinum Compounds of Alkadienes (Diolefins).

Cited by 39 publications

References 0 publications

9,9-Difluorobispidine Analogues of Cisplatin, Carboplatin, and Oxaliplatin

9,9-Difluorobispidine Analogues of Cisplatin, Carboplatin, and Oxaliplatin

Unexpected synthesis and structural characterization of Pt(II)Cl2-1,5-hexadiene from reaction of allyl chloride and K2PtCl4

The Crystal Structure of cis-Dichloro(2,2′-oxydi-3-butene)platinum(II), PtCl₂((CH₂=CH—CH(CH₃))₂O)

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Platinum Compounds of Alkadienes (Diolefins).

Cited by 39 publications

References 0 publications

9,9-Difluorobispidine Analogues of Cisplatin, Carboplatin, and Oxaliplatin

9,9-Difluorobispidine Analogues of Cisplatin, Carboplatin, and Oxaliplatin

Unexpected synthesis and structural characterization of Pt(II)Cl2-1,5-hexadiene from reaction of allyl chloride and K2PtCl4

The Crystal Structure of cis-Dichloro(2,2′-oxydi-3-butene)platinum(II), PtCl2((CH2=CH—CH(CH3))2O)

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The Crystal Structure of cis-Dichloro(2,2′-oxydi-3-butene)platinum(II), PtCl₂((CH₂=CH—CH(CH₃))₂O)