The stereochemistry and reactivity of metal-Schiff base complexes. VII. Contribution of hydrophobic interligand interaction to chiral recognition of phenylalaninate and tryptophanate with (1R,2R)-N,N'-disalicylidene-1,2-cyclohexanediaminecobalt(III) compl

スポンサーリンク

概要

• 論文の詳細を見る

• The stability constants, <I>K</I><SUB>1</SUB>, of <I>Δ</I>-β<SUB>2</SUB>-diastereomers of mixed ligand cobalt(III) complexes with a chiral quadridentate Schiff base (sal-(<I>R</I>,<I>R</I>)-chxn), derived from salicylaldehyde and (<I>R</I>,<I>R</I>)-1,2-cyclohexanediamine, and D- or L-amino acidate (aa<SUP>−</SUP>=gly, ala, val, leu, thr, phe, trp, pro, asp, asn, and glu) were determined spectrophotometrically in water–methanol (2:3 by volume) containing acetate buffer (0.3 mol dm<SUP>−3</SUP>) at 22°C: <I>trans</I>-[Co{sal-(<I>R</I>,<I>R</I>)-chxn}(H<SUB>2</SUB>O)<SUB>2</SUB>]<SUP>+</SUP>+aa<SUP>−</SUP>\overset<I>K</I><SUB>1</SUB>\rightleftharpoons<I>Δ</I>-β<SUB>2</SUB>-[Co{sal-(<I>R</I>,<I>R</I>)-chxn}(aa)]. The <I>K</I><SUB>1</SUB> values range from 5.6×10<SUP>6</SUP> to 1.2×10<SUP>9</SUP> mol<SUP>−1</SUP> dm<SUP>3</SUP> and obey a linear free energy relationship except for D-phe, D-trp, D-asp, D-asn, and D-pro. In the cases of D-phe, D-trp, D-asp, and D-asn, their stability constants are 5–30 times as high as those for the corresponding L-aa. Extraordinary stabilization of the D-phe and D-trp complexes is discussed in terms of the interligand stacking of the aromatic rings between the Schiff base ligand and a side chain of amino acidate on the basis of conformational analysis and <SUP>1</SUP>H NMR spectra.

• 公益社団法人 日本化学会の論文

著者

• Yoshikawa Yuzo

  Department Of Chemistry Faculty Of Science Okayama University

• Fujii Yuki

  Department Of Chemistry Faculty Of Science Ibaraki University

• Syoji Masato

  Department of Chemistry, Ibaraki University

• Shinohara Homare

  Department of Chemistry, Ibaraki University

関連論文

• EXAFS Study on the Local Structure of a New High-T_c Superconductor in the Bi-Sr-Ca-Cu-O System : Electrical Properties of Condensed Matter
• Synthesis and Magnetic Properties of Mn^III Mn^II Mn^III Trinuclear Complexes with Hydroxo Bridges. Comparison of Magnetic Properties between Hydroxo- and Alkoxo-Bridged Complexes by Density
• Optical Resolution of a Six-Coordinate Silicon(IV) Complex with a Tripodal Hexadentate Ligand
• Heteronuclear Fe^ Mn^ Fe^ and Homenuclear Fe^ Fe^ Fe^ Complexes with a Tripodal Tetradentate Ligand
• Steric Control of Polynuclear Manganese Complexes by the Use of Tripodal Tetradentate Ligands
• Mononuclear and Mixed-Valence Trinuclear Manganese Complexes Containing Tripodal Tetradentate Ligands. Phenolato, Carboxylato, and Alkoxo Bridges
• EXAFS Studies on Y_Ba_xCuO_Superconductors
• Preparation of a Stable Sulfonate-Cobalt(III)Complex by Oxidation of a Sulfinate-O Complex
• Photolysis of trans(t-N,S)-[Co{S(O)_2CH_2COO-S,O}(tren)]^+(t-N=tertiary amine nitrogen; tren=tris(2-aminoethyl)amine). Linkage and Geometrical Isomerization
• Isomerization of a Diastereomeric Oxovanadium(IV) Complex Containing an Unsymmetrical Tetradentate Schiff Base Ligand Catalyzed by Oxovanadium(V) Species
• Green and Orange Crystalline Forms of [VO{N-salicylidene-N'-3-ethoxysalicylidene-(R,R)-1,2-cyclohexanediamine}], Separation of the Diastereomeric Pair, and Isomerization between Them in the Soild State
• Effect of Triamine Ligands (L) on the Acidity of L-Zn-OH_2 as a Model Compound of CA and AP
• Synthesis of New Cationic Schiff Base Complexes of Copper(II) and Their Selective Binding with DNA
• Formation of [Cu(η^2-H_2)]^+ Species in MFI-type Zeolite and Resulting H-D Exchange Reaction with Hydrogen on Bronsted Acid Sites at 300K
• Thermodynamic and Kinetic Studies of Zinc(II)-Triamine Complexes as Models of CA and AP
• Preparation of Palladium (II) and Copper (II) Selective Chelating Resin Bearing 2-Acetylphenol Ligand
• TES microcalorimeter SEM-EDS system for rare-earth elements analyses
• Cobalt(III)-tren complexes of 3-formylcamphor.
• Cobalt(III) and Chromium(III) Complexes with Ethylenediaminemonoacetic Acid
• The stereochemistry and reactivity of metal-Schiff base complexes. II. High stereoselectivity in (1S,2S)-N,N'-1,2-cyclohexylenebis(salicylideneaminato)(sal2-(S,S)-chxn) cobalt(III) complexes with amino acids and the optical resolution of amino acids with
• Isomerism of the metal complexes containing multidentate ligands. IX. structure of the meso isomer of (Co(hexaen))3+ (hexaen=1,4,7,10,13,16-hexaazacyclooctadecane)
• Preparation of sephadex derivatives with optically active groups and column-chromatographic application to the resolution of some cobalt(III) complexes.
• Four isomers of the bis(ethylenediamine)sarcosinatocobalt(III) ion: Separation, identification, and characterization.
• Isomerism of the metal complexes containing multidentate ligands. X. (CoN6)3+-type complexes containing H2N(CH2CH2NH)nH (n=0-4).
• Preparation, crystal structure, and stereochemical properties of {N,N'-ethylenebis(1,1,1-trifluoro-4-imino-2-pentanonato)} (L-methioninato)cobalt(III).
• The stereochemistry and reactivity of metal-Schiff base complexes. V. The solvent effect on the stereoselectivity of cobalt(III) complexes containing a sal2en-type Schiff base and L-amino acid.
• Nitrogen-15 NMR chemical shifts in metal-ammine complexes. II. Cobalt(III) ammine and amine complexes.
• The stereochemistry and reactivity of metal-Schiff base complexes III. The kinetic and thermodynamic stereoselectivities in the formation of N,N'-ethylenebis(.ALPHA.-methylsalicylideneaminato)cobalt(III) complexes with L-proline,hydroxy-L-proline,and allo
• An NMR Study of Metal Complexes Containing Acetylacetone and Related Compounds. III. The Preparation and Determination of the Configurations of Cobalt(III) Complexes Containing N,N′-Ethylenebis(acetylacetonimine) and N,N′-Ethyl
• The crystal and molecular structure of (N-benzyl-L-alaninato)-(n,n'-ethylenebis(.ALPHA.-methylsalicylideneaminato))-cobalt(III) trihydrate.
• A Co-59 nuclear magnetic resonance study of the interaction of lanthanoid shift reagents with tris(.BETA.-diketonato)-cobalt(III) complexes.
• 13CNMR Spectra of series of bis(2,2'-bipyridine)cobalt(III) and bis(1,10-phenanthroline)cobalt(III) complexes.
• The stereochemistry and reactivity of metal-Schiff base complexes. VII. Contribution of hydrophobic interligand interaction to chiral recognition of phenylalaninate and tryptophanate with (1R,2R)-N,N'-disalicylidene-1,2-cyclohexanediaminecobalt(III) compl
• The stereochemistry and reactivity of metal-Schiff base complexes. VI. The kinetics and mechanism of isomerization between .DELTA.L-.BETA.2- and .LAMBDA.L-.BETA.2-diastereoisomers of N,N'-ethylenebis(.ALPHA.-methylsalicylideneaminato)cobalt(III) complexes
• Multidentate Ligand Substitution Reactions. XI. Substitution Reactions of Nickel(II) Complexes of Diethylenetriamine and Ethylenediaminemonoacetic Acid with Diethylenetriaminepentaacetic Acid and of Nickel(II) Complexes of Diethylenetriamine and Ethylened
• An NMR Study of Metal Complexes Containing Acetylacetone and Related Compounds. I. The Preparation, Halogenation and NMR Spectra of Cobalt(III) Complexes Containing Acetylacetone and Bis(acetylacetone)ethylenediimine
• The stereoselectivity of N,N'-ethylenebis(.ALPHA.-methylsalicylideneaminato)-cobalt(III) complexes with N-benzyl-L-alanine, N-methyl-L-alanine, and N-benzyl-N-methyl-L-alanine, and the stereospecificity of N,N'-1,2-cyclohexylenebis(salicylideneaminato)-co
• Stereochemistry and reactivity of metal-schiff-base complexes. I. Preparation and thermodynamic stereoselectivity of mixed ligand cobalt(III) complexes containing N,N'-ethylenebis(salicylideneamine) dianion (sal2en) or (7,7'-Me-sal2en) and L-amino acid an
• Nickel(II) Complexes of Ethylenediaminemonoacetic Acid (EDMA). The Preparation and Thermal Decomposition of Nickel(II)-EDMA Complexes
• The Polarography of N,N′-Ethylenebis(acetylacetoniminato) and N,N′-Ethylene bis(salicylaldehydeiminato) Complexes of Cobalt(III), Nickel(II), and Copper(II) in an N,N′-Dimethylformamide Solution
• Determination of the Optical Purity of Amino Acids by Complex Formation. Determination of Optimum Condition for Rotational Measurement
• Spiral growth on the metal complex crystal.
• Inversion of stereoselectivity by hydrophobic interligand interactions. Preparation, structure, and stereoselectivity of {N,N'-ethylenebis(1,1,1-trifluoro-4-amino-2-pentanonato)}(L-amino acidato)cobalt(III).
• Isomerism of the metal complexes containing multidentate ligands. VIII. Chromatographic behavior of [CoN6]3+-type complexes on an SP-sephadex column.
• Isomers of the diamminebis(trimethylenediamine)cobalt(III) complex.

もっと見る 閉じる

スポンサーリンク