Reactions of (π-1,5-cyclooctadiene) organoplatinum(II) compounds and the synthesis of perfluoroalkylplatinum complexes

Clark, H. C.; Manzer, L. E.

doi:10.1016/s0022-328x(00)95058-7

Cited by 529 publications

(366 citation statements)

References 29 publications

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“…T H F was distilled from R sodium benzophenone just before use. PtCI(CH,)(COD), \ where COD = 1,s-cyclooctadiene, was prepared by reported procedures (4). T1C,M5, obtained commercially "/ ' c" or prepared as described (51, was purified by sublimation H' IH nmr spectra were run on a Varian Associates HAinto the platinum-carbon bond.…”

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confidence: 99%

Synthesis and reactions of some cyclopentadienyl complexes of platinum

Clark¹,

Shaver²

1976

Can. J. Chem.

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Reaction of PtCl(X)(COD), COD = 1,5-cyclooctadiene (X = CH3, Cl) with TlC5H5 gives η1-C5H5 complexes Pt(η1-C5H5)(Y)(COD) (Y = CH3, Cl, η1-C5H5). Pt(η1-C5H5)(CH3)(COD) is converted to Pt(η5-C5H5)(CH3)L by treatment with L = CO, P(OCH3)3, P(OC6H5)3, P(OCH3)(C6H5)2; treatment with CF3C≡CCF3 or maleic anhydride results in a Diels–Alder addition to the diene residue of the η1-C5H5 ring from the side of the ring opposite the Pt atom. Diels–Alder addition occurs between CF3C≡CCF3 and one η1-C5H5 ring of Pt(η1-C5H5)2COD; the other η1-C5H5 converts to η5 displacing the COD, and the norbornadiene is bidentate. 1H and 13C nmr data are presented for some η1 and η5-C5H5 complexes.

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confidence: 99%

Synthesis and reactions of some cyclopentadienyl complexes of platinum

Clark¹,

Shaver²

1976

Can. J. Chem.

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“…The coordination behaviour of ligand 1 and ligand 2 towards Pd, Pt and Rh is described. The ligands show clear tendencies to coordinate in a cis-fashion to these transition metals, as indicated by 31 We have demonstrated the successful application of these chiral aminophosphine ligands in the asymmetric hydroformylation of both styrene and vinyl acetate, with enantioselectivities of up to 51%. We are currently expanding on the theme of chiral amine-based phosphorus ligands, together with a theoretical study aimed at underpinning the electronic character of these ligands.…”

Section: Resultsmentioning

confidence: 80%

“…Reaction of [PdCl 2 (cod)] with 1 for 2 h at room temperature resulted in a yellow solid compound, complex (7) (Scheme 2), for which the 31 is analogous to the well studied ligand dppb, for which only the cis-isomer is reported. 16 To further elucidate the structure of complex 7, ligand 1 was reacted with [PdCl(CH 3 )(cod)] (Scheme 2) to give complex 8 as a micro-crystalline yellow solid.…”

Section: Preparation Of Palladium(ii) Complexes 7 Andmentioning

confidence: 99%

“…16 To further elucidate the structure of complex 7, ligand 1 was reacted with [PdCl(CH 3 )(cod)] (Scheme 2) to give complex 8 as a micro-crystalline yellow solid. Characterization of this species in solution by 31 2 -groups in the backbone. Both complexes 7 and 8 were surprisingly very soluble in acetonitrile, but we could obtain single crystals by slow diffusion of hexane into a CH 2 Cl 2 solution of complex 7.…”

Section: Preparation Of Palladium(ii) Complexes 7 Andmentioning

confidence: 99%

“…360 FTIR spectrometer. PdCl 2 (cod), 29 PdCl(CH 3 )(cod) 30 and PtCl 2 (cod) 31 were prepared according to literature procedures.…”

Section: Experimental Generalmentioning

confidence: 99%

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Chiral bidentate aminophosphine ligands: synthesis, coordination chemistry and asymmetric catalysis

et al. 2005

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Chiral aminophosphines Ph 2 PN(R)(CH 2 ) n N(R)PPh 2 1-4 [n = 2, R = CH(CH 3 )(Ph) 1; n = 3, R = CH(CH 2 CH 3 )(Ph) 2, n = 2, R = CH(CH 3 )(1-naphthyl) 3; n = 2, R = CH(CH 3 )(C 6 H 11 ) 4] were synthesized by the reaction of ClPPh 2 with the appropriate easily accessible enantiopure amine building blocks. For compounds 1 and 2, the corresponding selenides 5 and 6 were prepared to determine the electronic character of the phosphine moieties. By reaction of 1 with either PdCl 2 (cod) or PdCl(CH 3 )(cod) the cis-complexes 7 and 8 were obtained. The molecular structure for complex 7, cis-[PdCl 2 (1)], was determined by X-ray crystallography. Reaction of PtCl 2 (cod) with 1 or 2 yielded the corresponding monomeric cis-isomers 9 and 10. The rhodium derivative [RhCl(CO)(1)] (11) was obtained as a mixture of cis and trans-isomers. Preliminary results in the rhodium catalyzed hydroformylation of styrene and vinyl acetate, with ee's up to 51% and high regioselectivities, showed the potential of these chiral aminophosphines for homogeneous catalysis.

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Inclusion of Copper(I) into a Novel Bipyridine-Containing Tetraphosphadiplatinacyclophane

Lindner

Veigel

Ortner

et al. 2000

Eur. J. Inorg. Chem.

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The 5,5′‐bis(hydroxyalkyl)‐2,2′‐bipyridines 4a–c (Scheme 1) were prepared either in one step (4b, 4c) or in four steps (4a) starting with 5,5′‐dimethyl‐2,2′‐bipyridine in each case. Reaction of 4a–c with mesyl chloride afforded the bis(mesylates) [–C5H3N–(CH2)n–CH2–OSO2Me]2 5a–c [n = 1 (a), 2 (b), 3 (c)], which could easily be transformed into the diphosphanes 6a–c by reaction with LiPPh2. Treatment of 6c, 6b with Cl2Pt(NCPh)2 and (RC6H4)2Pt(COD) according to the high‐dilution method resulted in the formation of the tetraphosphadiplatinacyclophanes [–C5H3N–(CH2)4–PPh2PtCl2PPh2–(CH2)4–C5H3N–]2 (7c) and [–C5H3N–(CH2)3–PPh2Pt(C6H4R)2PPh2–(CH2)3–C5H3N–]2 (8b, 9b) (8b: R = H, 9b: R = tBu), respectively (Scheme 2). The molecular structures of 8b and 9b were elucidated by X‐ray structural analyses. The noncoordinated bipyridine moieties in 8b were employed to encapsulate copper(I) to give the host/guest complex 10b (Scheme 3), which was investigated by FAB‐MS, NMR spectroscopy, and cyclovoltammetry. 10b exhibited a quasi‐reversible oxidation at E1/2 = –0.31 V and an electrodeposition‐redissolution redox system at E1/2 = –0.79 V, owing to the formation of copper at the surface of the working electrode.

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Reactions of (π-1,5-cyclooctadiene) organoplatinum(II) compounds and the synthesis of perfluoroalkylplatinum complexes

Cited by 529 publications

References 29 publications

Synthesis and reactions of some cyclopentadienyl complexes of platinum

Synthesis and reactions of some cyclopentadienyl complexes of platinum

Chiral bidentate aminophosphine ligands: synthesis, coordination chemistry and asymmetric catalysis

Inclusion of Copper(I) into a Novel Bipyridine-Containing Tetraphosphadiplatinacyclophane

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