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Access to central c...
Access to central carbon chirality through cycloplatination of 1-(2-pyridinylthio)propanone by cis- PtCl2(S-SOMe(p-tolyl)) . The crystal structure of (SsSc)- Pt{py{SCHC(O)Me}-2}Cl(SOMe(p-tolyl))
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Ryabov, A. D. (författare)
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Panyashkina, I. M. (författare)
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Polyakov, V. A. (författare)
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- Fischer, Andreas (författare)
- KTH,Kemi
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(creator_code:org_t)
- 2002-03-07
- 2002
- Engelska.
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Ingår i: Organometallics. - : American Chemical Society (ACS). - 0276-7333 .- 1520-6041. ; 21:8, s. 1633-1636
- Relaterad länk:
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https://urn.kb.se/re...
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https://doi.org/10.1...
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Abstract
Ämnesord
Stäng
- Cycloplatination of the prochiral sp(3)C-H bond of 1-(2-pyridinylthio)propanone (py(SCH2C(O)Me)(-2), 1a) by cis-[PtCl2(SOMe2)] in dry ethanol affords [Pt(py(SCHC(O)Me)-2)Cl(SOMe2)] (3a) in 77% isolated yield without any side product. The same reaction using the chiral complex cis-[PtCl2(S-SOMe(p-tolyl))] (the absolute configuration of sulfur is indicated for the coordinated ligand) leads to two cycloplatinated diastereoisomers, 4a (SsRc) and 4b (SsSc), in 12.9 and 33.7% yield, respectively (de 44.6%). Their absolute configuration was deduced from the analysis of the H-1 NMR spectra and confirmed by an X-ray structural investigation of 4b. Diastereomer 4b was shown to react with PPh3 to give the enantiomer [Pt(py(SCHC(O)Me)-2)Cl(PPh3)] with the central carbon chirality only. Rather surprisingly, attempted cycloplatination Of py(SCH2C(O)Ph)-2 (1b) by cis-[PtCl2(SOMe2)] affords the cycloplatinated complex [Pt(pyf(SCHC(O)Ph)-2)Cl(SOMe2)] (3b) in a miserable yield.
Nyckelord
- multidonor ligands
- complexes
- platinum(ii)
- activation
- cleavage
- oximes
- aryl
- me
- ph
Publikations- och innehållstyp
- ref (ämneskategori)
- art (ämneskategori)
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