Syntheses of nonracemic ortho-mercurated and ortho-ruthenated complexes of 2-[tricarbonyl(η6-phenyl)chromium]pyridine

被引:43
作者
Djukic, JP
Berger, A
Duquenne, M
Pfeffer, M
de Cian, A
Kyritsakas-Gruber, N
Vachon, J
Lacour, J
机构
[1] Univ Strasbourg, CNRS, UMR 7513, F-67000 Strasbourg, France
[2] Univ Geneva, Dept Chim Organ, CH-1211 Geneva 4, Switzerland
关键词
D O I
10.1021/om0494667
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The reaction of racemic orthomercurated (eta(6)-arene)tricarbonylchromium complexes with bis [(eta(6) -eymene)ruthenium(II)dichloride] affords the corresponding dinuclear (Cr,Ru) products with moderate yields, which have been satisfactorily characterized by X-ray diffraction analysis. The synthesis of nonracemic orthomercurated (eta(6) -arene)tricarbonylchromium complexes has been attempted starting from enantio-enriched homo- and heteroleptic Pd-(II) bischelated complexes. Both enantiomers of ortho-mercurated 2-[tricarbonyl( eta(6) -phenyl)chromium] pyridine have been synthesized by reaction of a heteroleptic Pd(II) bischelated with HgCl2. The two mercury(II) complexes were also submitted to a transmetalation reaction with bis [(eta(6) -cymene)ruthenium(II)dichloride] and yielded the corresponding nonracemic (Cr, Ru) products, with enantiomeric excesses ranging from 82 to 89% as suggested by H-1 NMR analyses in the presence of BINPHAT anion.
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页码:5757 / 5767
页数:11
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共 81 条
[71]   BIS[2-(PHENYLAZO)PHENYL-C1N']GOLD(III) COMPLEXES - CRYSTAL AND MOLECULAR-STRUCTURE OF BIS[2-(PHENYLAZO)PHENYL-C1N']GOLD(III) TETRACHLOROAURATE [J].
VICENTE, J ;
CHICOTE, MT ;
BERMUDEZ, MD ;
SOLANS, X ;
FONTALTABA, M .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1984, (04) :557-562
[72]   PALLADIUM-ASSISTED FORMATION OF CARBON-CARBON BONDS .2. STOICHIOMETRIC SYNTHESIS OF SPIROCYCLIC COMPOUNDS - X-RAY STRUCTURE OF A PI-ALLYLIC PALLADIUM INTERMEDIATE [J].
VICENTE, J ;
ABAD, JA ;
GILRUBIO, J ;
JONES, PG .
INORGANICA CHIMICA ACTA, 1994, 222 (1-2) :1-4
[73]   Palladium-assisted formation of carbon-carbon bonds .4. Synthesis and reactivity of a water-soluble (2,3,4-trimethoxy-6-(ethoxymethyl)phenyl)palladium(II) complex. Reactions with alkynes of its derivatives: Further insight into the pathway of formation of highly functionalized organic spirocycles and X-ray structures of model intermediates [J].
Vicente, J ;
Abad, JA ;
FernandezdeBobadilla, R ;
Jones, PG ;
de Arellano, MCR .
ORGANOMETALLICS, 1996, 15 (01) :24-34
[74]   A NEW EXAMPLE OF A PALLADIUM-ASSISTED ARYL REARRANGEMENT - SYNTHESIS AND REACTIVITY OF (2,3,4-TRIMETHOXY-6-X-PHENYL)PALLADIUM [X=CHO, CH=N(N-C10H21), CH=NC6H4(NH2)-2,C(0)ME] AND (3,4,5-TRIMETHOXY-2-X-PHENYL)PALLADIUM [X=CHO,CH=NC6H4(NH2)-2]COMPLEXES - CRYSTAL AND MOLECULAR-STRUCTURE OF [PD(KAPPA(3)-C6H(CH=NC6H4(NH2)2)-6-(OME)3-2,3,4)(PPH3)]CF3SO3, [PD(KAPPA(3)-C6H(CH=NC6H4(NH2)-2)-2-(OME)3-3,4,5)(PPH3)]CF3SO3, AND [PD(KAPPA(2)-C6H(C(0)ME)-6-(OME)3-2,3,4)(2,9-DIMETHYL-1,10-PHENANTHROLINE)]CF3SO3 [J].
VICENTE, J ;
ABAD, JA ;
GILRUBIO, J ;
JONES, PG ;
BEMBENEK, E .
ORGANOMETALLICS, 1993, 12 (10) :4151-4160
[75]   Palladium-assisted formation of carbon-carbon bonds .7. Reactions of (2,3,4-trimethoxy-6-X-phenyl)palladium complexes with alkynes (X=C(O)NHBut) and isocyanides (X=C(O)NHBut, C(O)Me, CHO): Crystal and molecular structures of [Pd{C6H{C(O)NHBut}-6-(OMe)(3)-2,3,4}(bpy)](CF3SO3), [Pd{C(CO2Me)=C(CO2Me)C6H{(C(O)NHBut}-6-(OMe)(3)-2,3,4)}-Cl(PPh3)], [Pd{C(=NXy)C6H{C(O)NHBut}-6-(OMe)(3)-2,3,4}-(bpy)](CF3SO3), and the ketenimine 2-(2,6-dimethylphenyl)-1-(((2,6-dimethylphenyl)imino)-methylene)-5,6,7-trimethoxy-3-oxoisoindoline [J].
Vicente, J ;
Abad, JA ;
Shaw, KF ;
GilRubio, J ;
de Arellano, MCR .
ORGANOMETALLICS, 1997, 16 (21) :4557-4566
[76]   Synthesis of mercury(II) and palladium(II) organometallic derivatives of terephthaldehyde by metalation, transmetalation, oxidation, and condensation reactions. X-ray crystal structures of trans-[PdCl{C6H3(CO2H)(2)-2,5}(PPh3)(2)]center dot Me2CO center dot 2MeOH, trans-[PdCl{C6H3(CHO)-2-(CO2H)-5}(PPh3)(2)]center dot 2CH(2)Cl(2), and [Pd{C6H3(CH=NC6H4NH2-4)-2-(CHO)-5}(N,N,N',N'-tetramethylethylenediamine)]CF3SO3. Molecular assemblies through [Pd]-Cl center dot center dot center dot HO2C-aryl and [Pd]-Cl center dot center dot center dot HOMe HO(O)C-aryl hydrogen bonds [J].
Vicente, J ;
Abad, JA ;
Rink, B ;
Hernandez, FS ;
de Arellano, MCR .
ORGANOMETALLICS, 1997, 16 (24) :5269-5282
[77]   SYNTHESIS AND REACTIVITY OF DICHLORO 2-(PHENYL-AZO)PHENYL GOLD(III) [J].
VICENTE, J ;
CHICOTE, MT .
INORGANICA CHIMICA ACTA-LETTERS, 1981, 54 (06) :L259-L260
[78]   Synthesis and reactivity of some nitroaryl complexes of Hg-II and Au-III - Synthesis of a substituted biphenyl by C-C coupling - Crystal structure of [Hg(C6H4NO2-3,OnBu-6)(2)] [J].
Vicente, J ;
Bermudez, MD ;
Carrion, FJ ;
Jones, PG .
CHEMISCHE BERICHTE, 1996, 129 (11) :1395-1399
[79]   SYNTHESIS OF MIXED DIARYLTIN(IV) COMPLEXES USING AN ARYLMERCURY COMPOUND - CRYSTAL AND MOLECULAR-STRUCTURE OF [SN(2-C6H4N=NPH)(PH)CL2] [J].
VICENTE, J ;
CHICOTE, MT ;
DE ARELLANO, MCR ;
PELIZZI, G ;
VITALI, F .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1990, (01) :279-282
[80]   SYNTHESIS OF ARYLTIN(IV) COMPLEXES USING ARYLMERCURY COMPOUNDS - SYNTHESIS OF MIXED TRIARYLTIN(IV) COMPLEXES - CRYSTAL AND MOLECULAR-STRUCTURE OF [SN(2-C6H4N=NPH)PH2CL] [J].
VICENTE, J ;
CHICOTE, MT ;
DE ARELLANO, MCR ;
JONES, PG .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1990, 394 (1-3) :77-85