Chiral oxygen ligands

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Chiral phosphine-phosphite ligands with a substituted ethane backbone. influence of conformational effects in rhodium-catalyzed asymmetric olefin hydrogenation and hydroformylation reactions

A family of chiral (3,3?-di-tert-butyl-5,5?,6,6?- tetramethyl-2,2?-biphenol-derived) phosphine-phosphite ligands (P-OP) with a substituted ethane backbone has been synthesized and the performance of these ligands in the Rh-catalyzed enantioselective hydrogenation and hydroformylation of several representative olefins analyzed. Corresponding cationic rhodium complexes provide highly enantioselective catalysts for the hydrogenation of methyl (Z)-alpha-acetamidocinnamate (MAC) and dimethyl itaconate. The catalyst comparison indicates that, for the two substrates, product configuration is determined by the configuration of the phosphite. Regarding matching and mismatching effects in these hydrogenations, small effects were observed in the reduction of MAC, while for the itaconate the bigger difference between the matched and mismatched cases was of 21% ee. On the other hand, Rh catalysts based on P-OP ligands showed good levels of activity and regioselectivity in the hydroformylation of styrene and allyl cyanide, while moderate enantioselectivities were obtained. Participation of the two stereogenic elements has been observed in these reactions, and their mismatched combination leads to cancellation of enantioselectivity. To further investigate the influence of the ligand backbone in the course of these reactions, structures of rhodium model complexes Rh(Cl)(CO)(P-OP) were analyzed by DFT methods. The results obtained indicate the existence of two types of preferred conformations, whose relative stability depend on the backbone nature. Comparison of structures of the more stable conformers for each ligand indicates that the orientation of the biaryl phosphite group with respect to the coordination plane does not vary substantially along the series. Differently, the position of the phenyl phosphine substituents greatly depends on the backbone. On the basis of these observations it has been concluded that chiral induction in the hydrogenation is very predominantly due to the phosphite part of the ligand. Alternatively, conformation of the phosphine group has a great influence on enantioselectivity in the hydroformylation reactions, and even reversal of product configuration was observed between catalysts with an opposite axial equatorial arrangement of Ph phosphine substituents.

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

Application of 24621-61-2, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.24621-61-2, Name is (S)-Butane-1,3-diol, molecular formula is C4H10O2. In a Article£¬once mentioned of 24621-61-2

Enantioselective oxidation of diols by secondary alcohol dehydrogenase from Geotrichum sp. WF9101

Geotrichum sp. WF9101 could degrade (S)-(+)-1,2-propanediol, (S)-(+)- 1,3-butanediol, and (2S,4S)-(+)-2,4-pentanediol, but not the corresponding enantiomers. An NAD+-linked secondary alcohol dehydrogenase purified from the strain showed the same enantioselective oxidations towards these diols. This enzyme is proposed to be useful for the preparation of (R)-(-)-diols from the racemates of these diols.

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

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PROCESS FOR THE HYDROGENATION OF ESTERS OF ALPHA-SUBSTITUTED CARBOXYLIC ACIDS

There is provided a process for the hydrogenation of esters of alpha-substituted carboxylic acids which comprises reacting an ester of an alpha-substituted carboxylic acid with hydrogen in the presence of a catalyst under substantially homogeneous supercritical conditions. Preferably, the ester of an alpha-substituted carboxylic acids is an ester of formula (1): wherein: R1 and R2are each independently an optionally substituted hydrocarbyl group or an optionally substituted heterocyclic group; and Y is a heteroatom or an optionally substituted heteroatom group. More preferably, the ester of an alpha-substituted is carboxylic acids is an ester of formula (2): wherein: R3 is an optionally substituted hydrocarbyl group or an optionally substituted heterocyclic group; R4and R5 are each independently hydrogen, an optionally substituted hydrocarbyl group or an optionally substituted heterocyclic group; Y is a heteroatom or an optionally substituted heteroatom group; Q is a functional group; and n 1. Most preferably, the ester of an alpha-substituted carboxylic acids is an ester of formula (3): wherein: R3 and R6 are each independently an optionally substituted hydrocarbyl group or an optionally substituted heterocyclic group; R4 and R5 are each independently hydrogen, an optionally substituted hydrocarbyl group or an optionally substituted heterocyclic group; Y is a heteroatom or an optionally substituted heteroatom group; and n 1.

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

In heterogeneous catalysis, the catalyst is in a different phase from the reactants. Product Details of 538-58-9, At least one of the reactants interacts with the solid surface in a physical process called adsorption in such a way. 538-58-9, name is 1,5-Diphenylpenta-1,4-dien-3-one. In an article£¬Which mentioned a new discovery about 538-58-9

Synthesis of alpha, alpha?-bis(substituted benzylidene)ketones catalysed by a SOCl2/EtOH reagent

The cross-aldol condensations of cyclopentanone, cyclohexanone and acetone with benzaldehyde or cinnamaldehyde were catalysed in the presence of SOCl 2, in anhydrous ethanol to synthesise alpha, alpha? -bis(substituted benzylidene) ketones with excellent yields(92-97%).

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

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gamma-Amino butyric acid analogs as novel potent GABA-AT inhibitors: Molecular docking, synthesis, and biological evaluation

A new series, of gamma-amino butyric acid analogs were designed and synthesized as novel potent GABA-AT inhibitors. A structure-activity relationship study was performed by correlating the effect of different substituents with GABA-AT inhibitory activity of the title compounds. The preliminary bioassays showed that acid hydrazones exhibited excellent inhibitory activities in micromolar (0.07-0.56 muM) range, while Schiff’s bases showed variable results. The most potent compound, 4-amino-N’-[(1Z)-1-(2-bromophenyl) ethylidene]butanehydrazide (AHG177) showed inhibitory potency (IC50) of 0.073 muM. Aminobutyrate transaminase is a pyridoxal-P enzyme which follows a bi-bi ping pong mechanism and in pyridoxamine form can readily transaminate only with succinic semialdehyde and 2-oxoglutarate. The results strongly suggest that only the pyridoxal form of the enzyme is capable of reacting with the ligands. Our findings open up the possibility to extend this protocol to different databases in order to find new potential inhibitor for promising targets based on a rational drug design process.

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

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Rapid selective defunctionalization of the carbonyl group of alpha,beta-unsaturated ketones with trialkoxylsilane/ZnX2

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£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

One of the major reasons for studying chemical kinetics is to use measurements of the macroscopic properties of a system, HPLC of Formula: C3H8O2, such as the rate of change in the concentration of reactants or products with time.In a article, mentioned the application of 4254-15-3, Name is (S)-Propane-1,2-diol, molecular formula is C3H8O2

A stereoselective synthesis of dinucleotide phosphorothioate triesters through a chiral indol-oxazaphosphorine intermediate

(S)-1-(indol-2-yl)-propan-2-ol was used as a chiral auxiliary to form a dinucleotide phosphorothioate triester in 97% ee.

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

Synthetic Route of 538-58-9, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.538-58-9, Name is 1,5-Diphenylpenta-1,4-dien-3-one, molecular formula is C17H14O. In a Article£¬once mentioned of 538-58-9

Room-Temperature Direct beta-Arylation of Thiophenes and Benzo[b]thiophenes and Kinetic Evidence for a Heck-type Pathway

The first example of a regioselective beta-arylation of benzo[b]thiophenes and thiophenes at room temperature with aryl iodides as coupling partners is reported. This methodology stands out for its operational simplicity: no prefunctionalization of either starting material is required, the reaction is insensitive to air and moisture, and it proceeds at room temperature. The mild conditions afford wide functional group tolerance, often with complete regioselectivity and high yields, resulting in a highly efficient catalytic system. Initial mechanistic studies, including 13C and 2H KIEs, suggest that this process occurs via a concerted carbo-palladation across the thiophene double bond, followed by a base-assisted anti-elimination.

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

In heterogeneous catalysis, the catalyst is in a different phase from the reactants. Safety of 1,5-Diphenylpenta-1,4-dien-3-one, At least one of the reactants interacts with the solid surface in a physical process called adsorption in such a way. 538-58-9, name is 1,5-Diphenylpenta-1,4-dien-3-one. In an article£¬Which mentioned a new discovery about 538-58-9

Palladium-catalyzed cross-coupling of 2,5-cyclohexadienyl-substituted aryl or vinylic iodides and carbon or heteroatom nucleophiles

2,5-Cyclohexadienyl-substituted aryl or vinylic iodides have been reacted with carbon nucleophiles (diethyl malonate and 2-methyl-1,3- cyclohexanedione), nitrogen nucleophiles (morpholine, potassium phthalimide, N-benzyl tosylamide, di-tert-butyl iminodicarboxylate, lithium azide, and anilines), a sulfur nucleophile (sodium benzenesulfinate), and oxygen nucleophiles (lithium acetate and phenols) to afford products of cyclization and subsequent cross-coupling in good to excellent yields. In most cases, this process is highly diastereoselective. The reaction is believed to proceed via (1) oxidative addition of the aryl or vinylic iodide to Pd(0), (2) organopalladium addition to one of the carbon-carbon double bonds, (3) palladium migration along the carbon chain on the same face of the ring to form a pi-allylpalladium intermediate, and (4) nucleophilic displacement of the palladium.

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

In heterogeneous catalysis, the catalyst is in a different phase from the reactants. Formula: C17H14O, At least one of the reactants interacts with the solid surface in a physical process called adsorption in such a way. 538-58-9, name is 1,5-Diphenylpenta-1,4-dien-3-one. In an article£¬Which mentioned a new discovery about 538-58-9

NEW ASPECTS OF THE CHEMISTRY OF 2,3-DIHYDRO-1H-1,5-BENZODIAZEPINE

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£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate