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  • 1
    Electronic Resource
    Electronic Resource
    Enantioselektive Katalyse, IX. Neue optisch reine 3,4-Bis(phosphanyl)pyrrolidine mit Phenyl-und Anisylgruppen sowie deren Palladium-und Rhodiumkomplexe (1993)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 126 (1993), S. 1091-1100 
    Details
    ISSN: 0009-2940
    Keywords: 3,4-Bis(phosphanyl)pyrrolidines ; Palladium complexes ; Rhodium complexes ; Asymmetric hydrogenation ; Phosphanes, chiral ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Enantioselective Catalysis, IX[1]. - New Optically Pure 3,4-Bis(phosphanyl)pyrrolidines with Phenyl and Anisyl Groups Including Their Palladium and Rhodium ComplexesMethods for the synthesis of the diastereomeric mixture of the [P(R,S),3R,4R,P′(R,S)]1-1-(tert1-butoxycarbonyl)1-3,4-bis[(2-methoxyphenyl)phenylphosphanyl]pyrrolidines (2a, b, c) are described. For the chromatographic separation and purification of the ligand diastereomers we transformed them into the PdI21-complexes (10a, b, c). The structure of (PR,3R,4R,P′R)1-1-(tert1-butoxycarbonyl)1-3,4-bis[(2-methoxyphenyl)phenylphosphanyl]pyrrolidine-P,P′}diiodopalladium (10 b) was determined by X-ray diffraction. Treatment of the palladium complexes with KCN yielded the pure phosphanes. The rhodium complexes (11a, 11b, 11c), which can be used as catalysts in enantioselective hydrogenations, were obtained by reaction of [Rh(COD)2]BF4 with compound 2a, 2b, or 2c.
    Additional Material: 5 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19931260505
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  • 2
    Electronic Resource
    Electronic Resource
    Enantioselektive Katalyse, VIII. Neue 1,2-Bisphosphanliganden mit vier stereogenen Zentren und zusätzlichen Methoxygruppen für die asymmetrische katalytische HydrierungHerrn Professor Wolfgang Beck zum 60. Geburtstag gewidmet. (1992)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 125 (1992), S. 1061-1072 
    Details
    ISSN: 0009-2940
    Keywords: 3,4-Bis(phosphanyl)pyrrolidines ; Palladium complexes ; Rhodium complexes ; Asymmetric hydrogenation ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Enantioselective Catalysis, VIII[1]. - New 1,2-Bisphosphane Ligands with Four Stereogenic Centers and Additional Methoxy Groups for Asymmetric Catalytic Hydrogenation*The synthesis of N-acyl derivatives of all possible diastereomers of [P(R,S), 3R, 4R,P′(R,S)]-3,4-bis[(benzyl)phenylphosphanyl]-pyrrolidine and [P(R,S), 3R, 4R,P′(R,S)]-3,4-bis[(2-methoxybenzyl)phenylphosphanyl]pyrrolidine in optical pure form is described. Palladium and rhodium complexes with these ligands were prepared. The enantioselective hydrogenation of acetamidocinnamic acid with these rhodium complexes was studied at H2 pressures between 1 and 75 bar. There is only a small influence of the 2-methoxy group in the ligand on the catalytic hydrogenation when compared with the respective unsubstituted diastereomer. The structure of {[PR,3R, 4R,P′R)-1-(tert-butoxycarbonyl)-3,4-bis[(2-methoxybenzyl)phenylphosphanyl]pyrrolidine-P,P′}diiodopalladium was determined by X-ray diffraction.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19921250513
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  • 3
    Electronic Resource
    Electronic Resource
    Enantioselektive Katalyse, XI. Darstellung von optisch reinen Diphosphanen mit vier Stereozentren (1995)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 128 (1995), S. 309-316 
    Details
    ISSN: 0009-2940
    Keywords: 3,4-Bis(phosphanyl)pyrrolidines ; Palladium complexes ; Hydrogenation, asymmetric ; Phosphanes, chiral ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Enantioselective Catalysis, XI. - Preparation of Optically Pure Diphosphanes with Four Stereogenic CentersWe synthesized a number of new diphosphanes with four stereogenic centers and two different aryl groups on each phosphorus atom. Starting with the diastereomeric mixture of [P(R,S),3R,4R,P′(R,S)]-1-(tert-butoxycarbonyl)-bis(phenyl-phosphanyl)pyrrolidine (1a,b,c) we prepared the corresponding chlorophosphanes by use of chlorotrimethylsilane followed by treatment with hexachloroethane. The chlorophosphanes react with Grignard. or organolithio compounds to the target molecules. For the chromatographic separation and purification of the diastereomers we transformed them into their Pdl2 complexes (Pd-4a,b,c to Pd-12a,b,c). The structures of Pd-4a, Pd-4c, Pd-6c, Pd-8b and Pd-9a were determined by X-ray diffraction analysis. A correlation between structural parameters of these Pd complexes and the enantio-selection for rhodium complexes of the same ligands as hydrogenation catalysts is suggested.
    Additional Material: 7 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19951280316
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  • 4
    Electronic Resource
    Electronic Resource
    Metallorganische Lewis-Säuren, XLVIII. Neue Vorläufer metallorganischer, kationischer Lewis-Säuren mit zwei freien Koordinationsstellen: (OC)4Re(OEt2)FBF3 und (OC)2(PPh3)2Ru(FBF3)2 (1993)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 126 (1993), S. 927-932 
    Details
    ISSN: 0009-2940
    Keywords: Lewis acids, organometallic ; 14e- Systems ; Allyl complexes ; Rhenium complexes ; Ruthenium complexes ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Organometallic Lewis Acids, XLVIII[1]. - New Precursors to Organometallic Cationic Lewis Acids with two Accessible Coordination Sites: (OC)4Re(OEt2)FBF3 and (OC)2 (PPh3)2Ru(FBF3)2The allyl transfer reaction between Re(CO)5- and [(η31-allyl)PdCl]2 complexes leads to (allyl)rhenium complexes (η31-H2CCR1CR2R3) Re(CO)4 (1: R1, R2, R3=H; 2; R2, R3=H, R1=Me; 3: R1, R2=H, R3=Me; 4: R1=H, R2, R3=Me). The 2-methylallyl complex 2 has been characterized by low-temperature X-ray diffraction. Protonation of 1 with HBF4 · OEt2 in CH2Cl2 gives the complex (OC)4Re(OEt2)FBF3 (5), which is a precursor for the 14 e- System “(OC)4Re+”. THF and H2O replace the diethyl ether in 5 to give [(OC)4Re(solvent)2]BF4 (6, 7). The reaction of (OC)2(PPh3)2RuCl2 with AgBF4 yields the complex (OC)2 (PPh3)2Ru(FBF3)2 (8), which can be considered as a precursor for the 14 e- cation “(OC)2 (PPh3)2Ru2+” and reacts with H2O to give [(OC)2 (PPh3)2Ru(F)(H2O)]BF4 (9). Complexes 5-9 are characterized by IR, 1H-, 13C-, 31P-and 19F-NMR spectroscopy.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19931260412
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