Direct platination as a route to conformationally restricted enantiopure C2-symmetric bisoxazoline pincer complexes

Fossey, John S.; Jones, Geraint; Motevalli, Majid; Nguyen, Huy V.; Richards, Christopher J.; Stark, Mark A.; Taylor, Helen V.

doi:10.1016/j.tetasy.2004.05.032

Cited by 15 publications

(14 citation statements)

References 13 publications

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“…38 The preparation of Pt(Phebox) complexes via C-H bond activation was also accomplished by heating bis(oxazolinyl)benznes with K 2 PtCl 4 in acetic acid. 40,41 The Pt(Phebox) complexes could efficiently catalyse the Michael reaction between ethyl cyanoacetate and methyl vinyl ketone and the Diels-Alder reaction between cyclopentadiene and acrylonitrile. 40…”

Section: Asymmetric Catalytic Alkynylation Reactionmentioning

confidence: 99%

Bis(oxazolinyl)phenyl transition-metal complexes: asymmetric catalysis and some reactions of the metals

2010

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Section: Asymmetric Catalytic Alkynylation Reactionmentioning

confidence: 99%

Bis(oxazolinyl)phenyl transition-metal complexes: asymmetric catalysis and some reactions of the metals

2010

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“…20,33,34,49 Those results show that the oxazolinyl groups do not lie on a single pseudorotation pathway with a unique puckering amplitude and that complexes with large puckering amplitudes show a decided preference for a CH 2 −CMe 2 twist conformation.…”

Section: ■ Results and Discussionmentioning

confidence: 92%

Platinum(II) Monomer and Dimer Complexes with a Bis(oxazolinyl)phenyl Pincer Ligand

2015

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A series of platinum(II) complexes with the formulas Pt(phebox)(L)(+) (phebox(-) = 1,3-bis(4,4'-dimethyl-2'-oxazolinyl)phenyl anion; L = pyridine (py), 4-phenylpyridine, quinoline, acridine) and Pt2(phebox)2(μ-L')(2+) (L' = pyrazine, 4,4'-bipyridine, 1,2-bis(4-pyridyl)ethane) was prepared. Crystallographic data establish that the metal center is bonded to the tridentate phebox(-) and monodentate pyridyl ligands. The five-membered oxazoline rings favor a CH2-CMe2 twist conformation. Pt(phebox)Cl and Pt(phebox)(py)(+) undergo a ligand-based chemically reversible redox reaction, whereas the electrochemistry of the other complexes is chemically and electrochemically less reversible. In contrast to complexes with the 1,3-bis(piperdylmethyl)phenyl anion ligand (pip2NCN(-)) or related pincer ligands, each of the phebox(-) complexes described here exhibits intense emission in room-temperature methylene chloride solution, which is assigned as originating from a lowest, predominantly phebox(-) ligand-centered excited state. In acetonitrile, the complexes undergo solvolysis resulting in displacement of the pyridyl ligands. The accumulated data demonstrate that subtle variations in the nature of the NCN and ancillary ligands of platinum(II) complexes provide access to at least five orbitally distinct emissive excited states.

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“…Demonstrating the utility of Echaverran's direct platination protocol [17] that we adopted for the synthesis of non-chiral NCN bis-iminyl [18] and bisoxazolinyl platinum complexes [19,20], the platinum complex 3b is available in only two steps from commercially available starting materials. In contrast, the palladium complex 3a required the synthesis of a more synthetically demanding 1,2,3-trisubstituted benzene 4a.…”

Section: Resultsmentioning

confidence: 99%

Synthesis and crystal structures of the first C2-symmetric bis-aldimine NCN–pincer complexes of platinum and palladium

Fossey

Russell

Malik

et al. 2007

Journal of Organometallic Chemistry

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Direct platination as a route to conformationally restricted enantiopure C2-symmetric bisoxazoline pincer complexes

Cited by 15 publications

References 13 publications

Bis(oxazolinyl)phenyl transition-metal complexes: asymmetric catalysis and some reactions of the metals

Bis(oxazolinyl)phenyl transition-metal complexes: asymmetric catalysis and some reactions of the metals

Platinum(II) Monomer and Dimer Complexes with a Bis(oxazolinyl)phenyl Pincer Ligand

Synthesis and crystal structures of the first C2-symmetric bis-aldimine NCN–pincer complexes of platinum and palladium

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