Unusual deactivation in the asymmetric hydrogenation of itaconic acid

[1]  C. Döbler,et al.  Asymmetrische Hydrierung in Gegenwart von trans-2,3-Bis(diphenylphosphinomethyl)-7-oxanorbornan , 2010 .

[2]  T. Schmidt,et al.  Asymmetric Hydrogenation. Dimerization of Solvate Complexes: Synthesis and Characterization of Dimeric [Rh(DIPAMP)]22+, a Valuable Catalyst Precursor , 2009 .

[3]  W. Baumann,et al.  Trinuclear rhodium complexes and their relevance for asymmetric hydrogenation. , 2008, Chemistry, an Asian journal.

[4]  T. Schmidt,et al.  The major/minor concept: dependence of the selectivity of homogeneously catalyzed reactions on reactivity ratio and concentration ratio of the intermediates. , 2008, Chemistry, an Asian journal.

[5]  C. Jäger,et al.  Novel contributions to the mechanism of the enantioselective hydrogenation of dimethyl itaconate with rhodium complexes. , 2008, Chemistry.

[6]  Hidetoshi Takahashi,et al.  Asymmetric hydrogenation catalyzed by a rhodium complex of (R)-(tert-butylmethylphosphino)(di-tert-butylphosphino)methane: scope of enantioselectivity and mechanistic study. , 2008, Journal of the American Chemical Society.

[7]  H. Schoemaker,et al.  Synthesis of Versatile Building Blocks through Asymmetric Hydrogenation of Functionalized Itaconic Acid Mono-Esters , 2008 .

[8]  S. Davis,et al.  Advances in the Use of Tocols as Drug Delivery Vehicles , 2006, Pharmaceutical Research.

[9]  S. Silberstein,et al.  Acetaminophen, Aspirin, and Caffeine Versus Sumatriptan Succinate in the Early Treatment of Migraine: Results From the ASSET trial , 2005 .

[10]  T. Schmidt,et al.  About the crystal structure of [Rh((S,S)-DIPAMP)-((Z)-2-benzoylamino-3-(3,4-dimethoxyphenyl)-methyl acrylate)]BF4 : Major or minor catalyst-substrate complex? , 2005 .

[11]  C. Fischer,et al.  Werden β‐Acylaminoacrylate in gleicher Weise wie α‐Acylaminoacrylate hydriert? , 2005 .

[12]  T. Schmidt,et al.  Are beta-acylaminoacrylates hydrogenated in the same way as alpha-acylaminoacrylates? , 2005, Angewandte Chemie.

[13]  S. E. Large,et al.  Synthesis and application of phosphinoferrocenylaminophosphine ligands for asymmetric catalysis. , 2005, The Journal of organic chemistry.

[14]  M. Reetz,et al.  Binol-derived monodentate phosphites and phosphoramidites with phosphorus stereogenic centers: novel ligands for transition-metal catalysis. , 2005, Angewandte Chemie.

[15]  G. Bernardinelli,et al.  Toward an Understanding of the Anion Effect in CpRu-Based Diels−Alder Catalysts via PGSE-NMR Measurements , 2004 .

[16]  G. Consiglio,et al.  PGSE diffusion, 1H–19F HOESY and NMR studies on several [Rh(1,5‐COD)(Biphemp)]X complexes: detecting positional anion effects , 2004, Magnetic resonance in chemistry : MRC.

[17]  Ailing Sun,et al.  Cationic Rh-bisphosphine-diolefin complexes as precatalysts for enantioselective catalysis––what information do single crystal structures contain regarding product chirality? , 2004 .

[18]  K. Ebitani,et al.  Highly efficient esterification of carboxylic acids with alcohols by montmorillonite-enwrapped titanium as a heterogeneous acid catalyst , 2003 .

[19]  Davidr . Evans,et al.  Application of chiral mixed phosphorus/sulfur ligands to enantioselective rhodium-catalyzed dehydroamino acid hydrogenation and ketone hydrosilylation processes. , 2003, Journal of the American Chemical Society.

[20]  G. Jia,et al.  Synthesis of a novel β-cyclodextrin-functionalized diphosphine ligand and its catalytic properties for asymmetric hydrogenation , 2002 .

[21]  W. Baumann,et al.  Zum inhibierenden Einfluss aromatischer Lösungsmittel auf die Katalysatoraktivität bei asymmetrischen Hydrierungen , 2002 .

[22]  B. Heller,et al.  The inhibiting influence of aromatic solvents on the activity of asymmetric hydrogenations. , 2002, Angewandte Chemie.

[23]  R. Bullock,et al.  Alcohol Complexes of Tungsten Prepared by Ionic Hydrogenations of Ketones , 2001 .

[24]  Gerlach,et al.  Chiral 1,1'-Diphosphetanylferrocenes: New Ligands for Asymmetric Catalytic Hydrogenation of Itaconate Derivatives We would like to thank Dr. Daniela Herzberg for developing the procedure employing LDA as a base in the preparation of FerroTANE ligands. We also gratefully acknowledge analytical suppor , 2000, Angewandte Chemie.

[25]  A. Albinati,et al.  Molecular Structure, Acidic Properties, and Kinetic Behavior of the Cationic Complex (Methyl)(dimethyl sulfoxide)(bis-2-pyridylamine)platinum(II) Ion. , 1998, Inorganic chemistry.

[26]  J. Bargon,et al.  Proof of a Reversible, Pairwise Hydrogen Transfer during the Homogeneously Rhodium(I)‐Catalyzed Hydrogenation of α,β‐Unsaturated Carbonic Acid Derivatives with In Situ NMR Spectroscopy and Parahydrogen , 1996 .

[27]  J. Bargon,et al.  Nachweis einer paarweisen, reversiblen Wasserstoffübertragung auf α,β‐ungesättigte Carbonsäurederivate mit Rhodium(I)‐Katalysatoren durch In‐situ‐NMR‐Spektroskopie und Parawasserstoff , 1996 .

[28]  W. Herrmann Synthetic methods of organometallic and inorganic chemistry , 1996 .

[29]  H. Nozaki,et al.  Novel template effects of distannoxane catalysts in highly efficient transesterification and esterification , 1991 .

[30]  J. Halpern,et al.  Catalyst-substrate adducts in asymmetric catalytic hydrogenation. Crystal and molecular structure of (((R,R)-1,2-bis(phenyl-o-anisoylphosphino)ethane)(methyl (Z)-. beta. -propyl-. alpha. -acetamidoacrylate))rhodium tetrafluoroborate, (Rh(DIPAMP)(MPAA))BF sub 4 , 1990 .

[31]  K. Achiwa,et al.  Asymmetric reactions catalyzed by chiral metal complexes. XXXIV. The effects of cis-coordinating phosphine of chiral bisphosphine-rhodium complexes on the catalytic activities in the asymmetric hydrogenation of itaconic acid. , 1989 .

[32]  K. Achiwa,et al.  The Effects of cis-Coordinating Phosphine of Chiral Bisphosphine–Rhodium Complexes on the Catalytic Activities in the Asymmetric Hydrogenation of Itaconic Acid , 1989 .

[33]  Olga Kennard,et al.  Supplement. Tables of bond lengths determined by X-ray and neutron diffraction. Part 2. Organometallic compounds and co-ordination complexes of the d- and f-block metals , 1989 .

[34]  K. Achiwa,et al.  Dramatic Hydrogen Pressure and Triethylamine Effects on the Asymmetric Hydrogenation of Itaconic Acid Which Give a New Mechanistic Aspect on Asymmetric Induction , 1987 .

[35]  Jack Halpern,et al.  Asymmetric hydrogenation of methyl (Z)-.alpha.-acetamidocinnamate catalyzed by [1,2-bis(phenyl-o-anisoyl)phosphino)ethane]rhodium(I): kinetics, mechanism and origin of enantioselection , 1987 .

[36]  T. Yamagishi,et al.  Asymmetric Hydrogenation with Rhodium(I)–Chiral Diphosphinites. The Effect of the Dimethylamino Group of the Ligand on the Asymmetric Induction , 1984 .

[37]  I. Ojima Homogeneous asymmetric catalysis by means of chiral rhodium complexes , 1984 .

[38]  John M. Brown,et al.  Mechanism of asymmetric hydrogenation. Rhodium complexes formed by unsaturated carboxylic acids, carboxylates, and carboxamides , 1982 .

[39]  H. Brunner,et al.  Asymmetric catalyses. 7. (+) and (−) menorphos as ligands in rh catalyzed asymmetric olefin hydrogenation , 1982 .

[40]  K. Achiwa,et al.  The mechanism of asymmetric hydrogenation catalysed by rhodium complexes of chiral pyrrolidinobiphosphines , 1981 .

[41]  K. Achiwa The Structure of the Enantioselectivity Determining Intermediate in the Phosphine-Rhodium Assisted Asymmetric Hydrogenation of b-Methylene Acids , 1981 .

[42]  I. Ojima,et al.  Asymmetric hydrogenation of prochiral olefins catalyzed by rhodium complexes with chiral pyrrolidinodiphosphines. Crucial factors for the effective asymmetric induction , 1980 .

[43]  John M. Brown,et al.  The mechanism of asymmetric homogeneous hydrogenation. Rhodium(I) complexes of dehydroamino acids containing asymmetric ligands related to bis(1,2-diphenylphosphino)ethane , 1980 .

[44]  A. Krief,et al.  Olefin synthesis by reductive elimination of β-heterosubstituted alkylhalides , 1980 .

[45]  I. Ojima,et al.  N-carbamoyl-4-diphenylphosphino-2-diphenylphosphinomethylpyrrolidines(CAPP). Efficient new chiral ligands for asymmetric hydrogenation , 1980 .

[46]  B. D. Vineyard,et al.  Catalytic asymmetric hydrogenation with a rhodium(I) chiral bisphosphine system. A study of itaconic acid and some of its derivatives and homologs , 1979 .

[47]  I. Ojima,et al.  ASYMMETRIC HYDROGENATION OF α-ACYLAMINOCINNAMIC ACID CATALYZED BY CHIRAL RHODIUM COMPLEXES. REMARKABLE EFFECTS OF HYDROGEN PRESSURE ON STEREOSELECTIVITY , 1979 .

[48]  D. Sinou,et al.  Hydrogenation asymetrique de precurseurs d'aminoacides a l'aide de mono- et diphosphines derivees de sucres , 1979 .

[49]  A. Chan,et al.  Intermediates in homogeneous catalytic hydrogenation. The crystal and molecular structure of the methyl(Z)-α-acetamodicinnamate adduct of 1,2-bis(diphenylphosphino)ethanerhodium(I) , 1979 .

[50]  John M. Brown,et al.  Asymmetric homogeneous hydrogenation catalysed by rhodium complexes; the binding modes of enamides defined by 13C n.m.r. spectroscopy , 1979 .

[51]  I. Ojima,et al.  31P NMR STUDIES ON THE MECHANISM OF ASYMMETRIC HYDROGENATION CATALYZED BY RHODIUM(I) COMPLEXES WITH CHIRAL PYRROLIDINODIPHOSPHINE LIGAND , 1978 .

[52]  K. Achiwa,et al.  EFFECTIVE ASYMMETRIC HYDROGENATION OF ITACONIC ACID CATALYZED BY NEUTRAL AND CATIONIC RHODIUM(I) COMPLEXES WITH CHIRAL PYRROLIDINODIPHOSPHINE LIGAND , 1978 .

[53]  John M. Brown,et al.  Mechanism of asymmetric hydrogenation catalysed by rhodium(I)trans-4,5-bis(diphenylphosphinomethyl)-2,2-dimethyldioxolan (DIOP) complexes , 1978 .

[54]  K. Achiwa,et al.  The mechanism of asymmetric hydrogenations catalyzed by chiral pyrrolidinephosphine-rhodium complexes☆ , 1978 .

[55]  John M. Brown,et al.  The mechanism of asymmetric hydrogenation catalysed by rhodium (I) di pamp complexes. , 1978 .

[56]  A. Weissberger,et al.  Technique of inorganic chemistry , 1963 .