- Copper-catalysed cross-coupling of arylzirconium reagents with aryl and heteroaryl iodides
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An unprecedented CuI-catalysed cross-coupling of arylzirconium reagents with aryl and heteroaryl iodides is reported. Mechanistic studies with a Cp2ZrAr2 complex revealed that Cp2Zr(Ar)(Cl) is the reactive species that undergoes transmetalation with (PN-1)CuI. In addition, experiments with radical probes indicated that the reaction proceeds via a non-radical pathway. This journal is
- Thapa, Surendra,Basnet, Prakash,Gurung, Santosh K.,Giri, Ramesh
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supporting information
p. 4009 - 4012
(2015/03/30)
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- Stereostructure and thermodynamic stability of atropisomers of ortho-substituted 2,2′-diaryl-1,1′-binaphthalenes
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A series of ortho-substituted 2,2′-aryl-1,1′-binaphthalenes were prepared via Negishi arylation of 2,2′-diiodo-1,1′- binaphthalene in good to high yields (65-95%) as an equilibrium mixtures of up to three atropisomers (unlike,unlike, like,unlike, and like,like). Thermodynamic stability parameters of the atropisomers were evaluated from VT NMR spectra by regression analysis. The DFT parameters calculated using CAM-B3LYP functional comprising solvent permittivity were, apart from the toluene solution, which was expected to interact with the aromatic solute, in qualitative agreement with the experimental values. In the case of the ditolyl derivative, the population of the atropisomers was confirmed by CD spectroscopy via comparison with the population-weighted averaged spectrum computed using the M06 functional. X-ray structure analyses of particular atropisomers of the dianisyl, dianilinyl, and dinaphthyl derivatives are also presented and discussed.
- Ehn, Marcel,Vassilev, Nikolay Georgiev,Kasak, Peter,Horvath, Branislav,Filo, Juraj,Mereiter, Kurt,Rakovsky, Erik,Putala, Martin
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p. 1303 - 1311
(2013/11/19)
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- CHEMICAL PROCESS
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Process for preparing compounds of Formula (I); and (IV); are described.
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Page/Page column 12
(2008/06/13)
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- Method for producing alkyl-bridged ligand systems and transition metal compounds
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The invention relates to a method for producing highly substituted alkyl-bridged ligand systems on the basis of indene derivatives and transition metal compounds. Said alkyl-bridged ligand systems can be obtained in high yields using this method.
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- Process for preparing 4'-trifluoromethyl-2-methylbiphenyl and 4'-trifluoromethyl-biphenyl-2-carboxylic acid from o-tolylmetallates
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The invention relates to a process for preparing a compound of the formula (I) in which R is methyl or carboxyl, which comprises coupling an ortho-tolylmetallate of the formula (II) with a compound of the formula (III) in which M is —MgF, —MgCl, —MgBr, —Mgl, —Li, —ZnF, —ZnCl, —ZnBr or —Znl and X is F, Cl, Br, I, N2+, straight-chain or branched (C1-C20)-alkoxy, arylsulfonate or alkylsulfonate in the presence of an Ni, Pd or platinum metal catalyst to give a compound of the formula (I) where R is CH3 and, if appropriate, oxidizing the compound of the formula (I) where R is CH3 to give the compound of the formula (I) where R is carboxyl.
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- Arene-catalysed lithiation of fluoroarenes
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The reaction of different fluoroarenes 1 with lithium and a catalytic amount (7%) of naphthalene in THF at -30°C affords the corresponding aryllithium intermediates which, by reaction with several electrophiles at temperatures ranging between -30 and 0°C, lead to the expected products 2, after hydrolysis. (C) 2000 Elsevier Science Ltd.
- Guijarro, David,Yus, Miguel
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p. 1135 - 1138
(2007/10/03)
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- Structural investigation of aryllithium clusters in solution I. A 13C and 7Li NMR study of phenyllithium and some methyl-substituted phenyllithium derivatives
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13C and 7 Li NMR spectra of phenyllithium and several methyl substituted phenyllithium derivatives have been recorded in the presence of known amounts of coordinating solvents such as monodentate diethyl ether and THF and the potentially bidentate TMEDA (tetramethylethylenediamine).The relative amounts of the tetrameric and dimeric aggregates identified in these spectra depend on the donor strength, on the amount and dencity of added donor, and the presence or absence of ortho substitutents in the phenyl group.Discrete solvated tetrameric aggregates were formed upon addition of exactly one equivalent of the monodentate donor solvent to an aryllithium compound having no ortho substituents; the addition of either two equivalents or excess of monodentate donor solvent or one equivalent of bidentate donor ligand afforded dimeric species.When one or two methyl substituents were present ortho to the lithium-carbon bond, either a mixture of dimeric and tetrameric species was formed (one methyl group) or the dimeric species was exclusively formed (two methyl groups).
- Wehman, Erik,Jastrzebski, Johann T. B. H.,Ernsting, Jan-Meine,Grove, David M.,Koten, Gerard van
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p. 133 - 144
(2007/10/02)
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