Brief introduction of (S)-Butane-1,3-diol

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Complexes RuCl2(ArCN)2(binap), II (binap=(R)- or (S)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl; ArCN=benzonitrile, a; 2-furancarbonitrile, b; pentafluorobenzonitrile, c) were prepared, and their solution properties were investigated by 31P NMR measurements.The catalytic aactivities and enantioselectivities for IIa-c catalysed hydrogenation of some prochiral acids were very similar to those provided by Ru2Cl4(binap)2(NEt3), I.In the hydrogenation of beta-functionalized carbonyl compounds, however, IIa-c showed considerably lower activities and/or selectivities, compared with complex I.The differences in IIa-c catalysed reactions are discussed in relation to the coordinating abilities of ArCN in II.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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A series of glycosylated diol and triol derivatives was synthesized in order to serve as model compounds for the analysis of the stereochemistry, regiochemistry, and defect structures of poly(vinyl glycoside)s. 13C NMR spectroscopic analysis of these compounds revealed that the attached chiral carbohydrate substituents induced a strong correlation of the chemical shifts of both the anomeric C and the alpha-C atom of the aglycon with the absolute configuration of the latter. The influence of the stereoconfiguration of beta- and gamma-C atoms as well as the regiochemistry of the aglycon on the chemical shifts of the alpha-C and the anomeric C atom was also investigated. Wiley-VCH Verlag GmbH & Co. KGaA, 2009.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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Several barium hydroxide catalysts have been prepared.Of these, the one called C-200 has been shown to be the most active.It has been used in several organic reactions: aldol and Claisen-Schmidt condensations, ester hydrolysis, esterification of acid chlorides, Williamson’s ether synthesis, benzil-benzilic acid rearrangement and the synthesis of Delta2-pyrazolines.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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Reduction of the carbonyl group of ketones to a methylene unit is widely applied in organic syntheses. In this article, we report that trialkoxylsilane/Zn-based catalyst systems may be applied in the reduction of the carbonyl groups of alpha,beta-unsaturated ketones to methylene units under very mild conditions. In comparison with other Zn-based catalysts, excellent rates and high conversions of,-unsaturated ketones to methylene units are obtained using trialkoxylsilane/ZnI2 or ZnCl2. And the same time, the hydrosilylation reaction product could only be detected when using CuI, CuCl, or FeCl3. No reaction could be conducted by using trialkoxylsilane/CoCl2 or NiCl2, in comparison with Zn-based catalysts. Supplemental materials are available for this article. Go to the publisher’s online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file. Copyright Taylor &Francis Group, LLC.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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1,5-Diphenylpenta-1,4-dien-3-one ( dibenzalacetone, DBA) was synthesized by a base-catalyzed aldol condensation reaction between benzaldehyde and acetone. High quality single crystals have been grown by the slow evaporation of ethanol solution and the crystal belongs to monoclinic system with centrosymmetric space group C 2/c. The DBA crystals are transparent in the entire visible region and have a lower optical cutoff at ?440 nm. It is stable up to 119 C and has a good chemical stability. The high resolution X-ray diffraction curve (DC) indicates that the specimen is free from structural grain boundaries. Molecular packing leads to a centrosymmetric arrangement resulting in zero second harmonic generation (SHG; X(2)=0) efficiency.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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(Chemical Equation Presented) The carbodiimides 5, obtained from reactions of iminophosphorane 4 with aromatic isocyanates, reacted with amines, phenols or ROH to give 2-substituted 5,6,7,8-tetrahydropyrido[4?,3?:4,5] thieno[2,3-d]-pyrimidin-4(3H)-one 7 in the presence of catalytic amount of sodium alkoxide or solid potassium carbonate in satisfactory yields.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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The (salen)Co catalyst (4a) can be prepared as a mixture of cyclic oligomers in a short, chromatography-free synthesis from inexpensive, commercially available precursors. This catalyst displays remarkable enhancements in reactivity and enantioselectivity relative to monomeric and other multimeric (salen)Co catalysts in a wide variety of enantioselective epoxide ring-opening reactions. The application of catalyst 4a is illustrated in the kinetic resolution of terminal epoxides by nucleophilic ring-opening with water, phenols, and primary alcohols; the desymmetrization of meso epoxides by addition of water and carbamates; and the desymmetrization of oxetanes by intramolecular ring opening with alcohols and phenols. The favorable solubility properties of complex 4a under the catalytic conditions facilitated mechanistic studies, allowing elucidation of the basis for the beneficial effect of oligomerization. Finally, a catalyst selection guide is provided to delineate the specific advantages of oligomeric catalyst 4a relative to (salen)Co monomer 1 for each reaction class.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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Though the M3- or M4 face of palladium clusters may serve as the active binding site of substrates, it has been difficult to elucidate their substrate binding modes in solution. Here, it was proved that a soluble Pd3- or Pd4 sheet cluster accommodates vinylarenes at its bridging coordination site in an unusual mode in palladium chemistry; that is, for the former, the coordination of the arene moiety precedes that of olefin moiety; for the latter, vinylarene coordinates to a distorted Pd4 sheet through oxidative pi-addition of its styrene moiety.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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The acetal of (2S,3S)-butane-2,3-diol and furfural is equilibrated in molten maleic anhydride with one major crystalline product which is a 1:1 complex of maleic anhydride and (1S,2R,3S,4R,4’S,5’S)-1-(4′,5′-dimethyldioxolan-2′-yl)-7-oxabicyclo[2. 2.1]hept-5-ene-2-exo,3-exo-dicarboxylic anhydride. This compound was converted into (1S,4R,4’S,5’S)-1-(4′,5′-dimethyldioxolan-2′-yl)-5,6-dimethylidene-7-o xabicyclo[2.2.1]hept-2-ene (+)-12, the circular dichroism spectrum of which suggests a slightly skew s-cis-butadiene chromophore as confirmed by X-ray diffraction. Copyright (C) Elsevier Science Ltd.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate