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A serie of substituted amines based ionic liquids was prepared using an aliphatic linear carboxylic acid (pentanoic acid). The ionic liquids synthesised are 2-hydroxy ethylammonium pentanoate (2-HEAPE), 2-hydroxy diethylammonium pentanoate (2-HDEAPE) and 2-hydroxy triethylammonium pentanoate (2-HTEAPE). FT-IR spectra establishes their ionic salt structure. The influence of structural variations on their thermodynamic properties (density, ultrasonic velocity, ionic conductivity, refractive index, viscosity and surface tension) was investigated, as a function of temperature in the range 278.15-338.15. K. In the compounds studied here, the anion has strong effect on the properties if compared with previous studies of the authors, when shorter chains were used. It was found that the elongation of the alkyl chain causes the pronounced depression of fluidity and ionic conductivity. The observed temperature trend of the studied properties points out the special packing of these ionic liquids, as well as, the strong influence of the steric hindrance among linear aliphatic residues. We also describe the catalytic activity of these type of ionic liquids for a representative serie of aldol condensation processes. Conversions higher than 98% and selectivities higher than 85% were obtained. Moreover the catalysts are easily separated from reaction mixture and re-used, obtaining good conversions for at least three consecutive cycles. As a conclusion, it was found that simple structural modifications into anion length and degree of substitution provide a mechanism to manipulate the catalytic potency of these ionic liquids, as well as, tailor physico-chemical properties for potential end-use applications.

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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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Asymmetric synthesis of (R,R)- and (S,S)-1,8,9,16- tetrahydroxytetraphenylenes was achieved from starting material (2R,3R)-butane-2,3-diol and (2S,3S)-butane-2,3-diol respectively by utilizing a center-to-axis strategy. A series of crown ether compounds 20, 24, and 25 and their corresponding enantiomers derived from chiral tetrahydroxytetraphenylene were synthesized in enantiomerically pure forms. Enantiomeric recognition properties of these hosts toward l- and d-amino acid methyl ester hydrochloride were studied by the UV spectroscopy titration. The tetramer hosts (S,S,S,S,S,S,S,S)-20 and (R,R,R,R,R,R,R,R)-20 exhibited the best enantioselectivities toward l- and d-alanine methyl ester hydrochloride salt with KL/KD = 4.1 and KD/KL = 3.9, respectively. The new chiral macrocyclic hosts would further enrich the host-guest chemistry.

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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 Arbuzov reaction of (2S,4S)-methyl-2-phenyl-1,3,2-dioxaphosphorinane with various alkyl halides gave the diastereomerically pure phosphinates with regioselective cleavage of the primary carbon-oxygen bond.These phosphinates reacted with Grignard reagents to give optically active phosphine oxides in high optical 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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Under basic catalysis conditions the reaction of 4- and 4′-substituted chalcones with o-phenylenediamine leads to 2,3-dihydro-2,4-diaryl-1H-1,5-benzodiazepines; beta-amino adducts, the ability of which to undergo intramolecular condensation increases as the basicity of the catalyst is increased, are formed as intermediates.A different pathway for the process (the formation of an azomethine) is observed in the reaction with cinnamaldehyde.It is concluded that conformational factors play a primary role in the direction of the reaction.

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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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Polypyrrole stabilised palladium nanoparticles show good catalytic efficiency for the chemoselective transfer hydrogenation of alpha,beta- unsaturated carbonyl compounds. The catalyst is very specific and selectively hydrogenates the olefins or acetylenes only, without affecting the carbonyl moiety, with an excellent yield of products for a wide range of substrates. Podium position for palladium: A palladium-polypyrrole composite is synthesized for the chemoselective transfer hydrogenation of alpha,beta-unsaturated carbonyl compounds by using an in situ polymerisation and composite formation method. No semi-hydrogenated product was observed with alkyne systems and hydrodehalogenation of the haloarene segment of the substrate was not encountered in reactions with this catalyst.

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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 method for producing alcohols which comprises reducing esters or lactones with hydrogen gas in the presence of a catalyst comprising (i) a ruthenium compound, (ii) a monodentate monophosphine or a bidentate bisphosphine, and (iii) an amine. Examples of the catalyst include a ruthenium (Ru) complex represented by the formula:RuX1X2(LP)m(LN)n [X1 and X2 each represent an anionic ligand, LP represents a phosphine ligand, m is 1 when LP is bidentate, while m is 2 when LP is monodentate, LN represents an amine ligand, and n is 1 when LN is bidentate, while n is 2 when LN is monodentate.] and a catalyst comprising an amine and a ruthenium (Ru) complex of the formula: RuX1X2 (LP1)r [LP1 represents a monophosphine ligand and r is 3 or 4.].

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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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Low pressure carbon dioxide is used as the carbonation agent in a simple, safe and efficient procedure for the synthesis of 6-membered cyclic carbonates from 1,3-diols. Using readily available reagents and proceeding at room temperature, this route offers a novel mild alternative to phosgene derivatives.

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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 present invention relates to a method for fractionating stereoisomeric compounds which have at least one alcohol and/or amino group.

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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 ruthenium complex RuCl[(S,S)-Tsdpen](p-cymene) represented by a formula below and a ketone compound are placed in a polar solvent, and the resulting mixture is mixed under pressurized hydrogen to hydrogenate the ketone compound and to thereby produce an optically active alcohol:

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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 invention is directed to a method for treating a cyclooxygenase-2 mediated disease or condition in a mammalian patient at risk of a thrombotic cardiovascular event, wherein the patient is on aspirin therapy to reduce the risk of the thrombotic cardiovascular event, comprising orally concomitantly or sequentially administering to the patient a cyclooxygenase-2 selective inhibitor in an amount effective to treat the cyclooxygenase-2 mediate disease or condition, and a nitric oxide donating compound in accordance with Formula (I) or a pharmaceutically acceptable salt thereof, wherein the nitric oxide donating compound is administered in an amount effective to reduce the gastrointestinal toxicity caused by the combination of the cyclooxygenase-2 selective inhibitor and aspirin. Pharmaceutical compositions are also encompassed.

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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