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New chiral purinyl and 8-azapurinyl carbanucleoside derivatives based on indanol were synthesized from commercial available (1S,2S)-trans-1-amino-2- indanol and (1R,2R)-trans-1-amino-2-indanol using a linear methodology. The antiviral activity and cytotoxicity of these compounds were evaluated against herpes simplex virus type 1 (HSV-1) in Vero cells, bovine viral diarrhea virus (BVDV) in Mardin-Darby bovine kidney (MDBK) cells and hepatitis B virus (HBV) in HepG2 2.2.15 cell line. Three compounds, showed an inhibition of the HBsAg levels similar to reference drug lamivudine. One chloropurinyl nucleoside, derived from the cis-1-amino-2-indanol, was cytotoxic on MDBK cells and it could be a lead for developing anticancer agents.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

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The behavior of amines as catalysts for oxirane acidolysis and phenolysis has been studied using kinetic methods. The apparent catalytic and noncatalytic reaction rate constants have been estimated. It has been demonstrated that the noncatalytic pathway has almost no effect on the apparent reaction rate constant. In order to determine the character of the behavior of amines (bases/nucleophiles) in this reaction, their reactivity has been analyzed within the conceptions of basic and nucleophilic mechanisms of catalysis. Based on the quantitative amine structure – catalytic activity correlation, it has been shown by comparing the values of correlation coefficients (r) of equations describing mechanisms for various reaction systems that, in the reactions of oxiranes with proton donors (carboxylic acids and phenols), the catalytic activity of tertiary amines/pyridines is determined by their nucleophilicity rather than basicity.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

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O-Ethyl 4-chlorophenylphosphonothioic acid (1) was newly synthesized and applied as a chiral selector for the enantioseparation of racemic l-(4-halophenyl)ethylamines (halo = F, Cl, Br, I; 2a-d) through diastereomeric salt formation. The phosphonothioic acid 1 showed an excellent chirality-recognition ability for the fluorinated and iodinated amines 2a and 2d with the dramatic switch of the absolute configuration of the enantio-enriched isomers in the deposited salts from R for the amine 2a to S for the amine 2d. The X-ray crystallographic analyses of the four pairs of diastereomeric salts revealed that halogen-bonding interaction in the salt crystals plays a very important role for the switch.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

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COA of Formula: C7H9N, Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. 108-47-4, Name is 2,4-Dimethylpyridine,introducing its new discovery.

In this study a part of the organic compounds present in Rhine water was isolated by XAD-resins and fractionated. Isolates as well as fractions were tested for mutagenicity and toxicity. The highest mutagenic effects in the Ames test were observed with Salmonella typhimurium strain TA98 in the pH 7 isolate. Comparison of past data showed that mutagenicity remained the same in the period 1980 – 1990. The water samples had to be concentrated at least 25 times by XAD ti induce short-term mortality in waterfleas (Daphnia magna), which indicates a substantial improvement in comparison with pollution during the seventies. Chronic toxicity was observed in Daphnia magna after lower levels of XAD-concentration. Extrapolation of these results to field cladocerans is discussed. Most mutagenicity was recovered in the moderately hydrophilic diethylether, ethylacetate and ethanol fractions, but toxicity was almost exclusively located in the lipophilic cyclohexane fraction. However, assuming concentration addition to be dominant in mixtures, the major part (more than 89 percent) of the toxicity in the cyclohexane fraction could not be attributed to the GC-MS-identified compounds, for which EC50 values were obtained from databases. Several probable causes for this discrepancy are discussed. However, the major contribution lacking is expected to be from identified compounds for which no information was found in the databases or from compounds that could not be identified by GC-MS. It is concluded that the emission reduction along the Rhine should continue, with a more important role for toxicological assays. Our study did not cover metals, very hydrophilic or very lipophilic compounds. – Keywords: organic micropollutants; toxicity; mutagenicity; XAD; Daphnia magna; Salmonella typhimurium; Rhine

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

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Computed Properties of C7H9N, Chemical engineers ensure the efficiency and safety of chemical processes, adapt the chemical make-up of products to meet environmental or economic needs, and apply new technologies to improve existing processes. 108-47-4, Name is 2,4-Dimethylpyridine,belongs to chiral-nitrogen-ligands compounds, now introducing its new discovery.

Pyridine, 2-methylpyridine, 3-methylpyridine, 4-methylpyridine, 2,4-dimethylpyridine, 2,6-dimethylpyridine, quinoline, isoquinoline and 2-chloropyridine are readily oxidized to their N-oxides with a solution of trichloroisocyanuric acid, acetic acid, sodium acetate and water in acetonitrile and methylene dichloride in 78%-90% yields.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

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Some mixed ligand complexes of Ni(II) with O-butyldithiocarbonate as a primary ligand and substituted pyridines as secondary ligands have been isolated and characterized on the basis of analytical data, molar conductance, magnetic susceptibility, electronic and infrared spectral studies. The molar conductance studies show their non-electrolytic behavior. Magnetic and electronic spectral studies suggest octahedral stereochemistry around Ni(II) ions. Infrared spectral studies suggest bidentate chelating behavior of O-butyldithiocarbonate monoanion while other ligands show unidentate behavior in their complexes. One of the adduct bis(O-butyldithiocarbonato)bis(3,5-dimethylpyridine)nickel(II) crystallizes in the monoclinic space group P21/c with unit cell parameters. The crystal structure has been solved by direct methods and refined by full matrix least-squares procedures to a final R-value of 0.0379 for 2460 observed reflections. The Ni2+ ion is in a octahedral coordination environment formed by an N2S4 donor set, defined by two chelating dithiocarbonate anions as well as two 3,5-dimethylpyridine ligands with the Ni2+ ion located at the inversion centre. The packing of layers of molecules is stabilized by weak pi-pi and C-H·pi interactions.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

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Various ligands for the ruthenium-catalyzed enantioselective reduction of ketones in water have been investigated. Multi-substrate reactions have been carried out for the comparison of various proline amides and aminoalcohol ligands. Two sets of six aromatic ketones have been selected in order to evaluate the enantiomeric excesses of all the resulting alcohols by a single chromatographic analysis. The proline amide derivative prepared from (1R,2S)-cis-aminoindanol revealed as the best ligand for most of the ketones used in the multi-substrate reductions. This ligand has been employed for the enantioselective reduction of a variety of other aromatic ketones and in all cases the enantiomeric excesses were improved compared to those obtained with phenylprolineamide used in our previous work.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

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A two-step process for the conversion of a trans-1-amino-2-hydroxycycloalkane stereoselectively to a cis-1-amino-2-hydroxycycloalkane is disclosed. The novel step, a one-step hydrolysis with formal inversion, can be used to convert an amide of a trans-1-amino-2-hydroxycycloalkane to a cis-1-amino-2-hydroxycycloalkane. Methods for obtaining the trans-1-amino-2-hydroxycycloalkanes and their amides from alkenes are also disclosed. Novel, optically active 1-amido-2-indanols and 1-amino-2-alkanols are also disclosed.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

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The aim of this work was to investigate and compare the phytochemical constituents and anti-algal activities of crude extracts from dry macrophytes species, Potamogeton crispus and Myriophyllum spicatum. Organic solvents differed in polarity including petroleum ether, methylene chloride, chloroform, acetone and methanol were used to extract the phytochemical compounds and gas chromatograph?mass spectrometry (GC?MS) analyzer was used for the detection of these compounds. Generally, the results indicated that the composition and mass fraction of phytochemical constituents varied with plant species and extraction solvents. The growth inhibition effects of separate and mixed plants extracts on Pseudokirchneriella subcapitata were studied. In addition, the effects of mixed extracts on ten taxonomically different freshwater microalgae species, using the single-species and mixed culture species tests were also studied. Among the five different extracts tested chloroform extract and mixed extracts of the two plant species showed the highest anti-algal potential with P. subcapitata. The sensitivity of microalgae species tested in single-species cultures to P. crispus and M. spicatum extracts found to be group-specific, in which cyanophyte Anabaena flos-aquae var. treleasei and the diatoms Gomphoneis eriense var. apiculate and Tryblionella hungarica were more sensitive compared to the tested green microalgae species. In addition, the inhibitory effects of macrophyte extracts decreased for the mixed microalgae cultures. The extracts of P. crispus and M. spicatum showed the presence of some bioactive compounds that could contribute toward the phyto-algicidal properties of these plants.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

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Low dielectric constant apolar aprotic solvents, although employed on a limited scale for studying proton transfer reactions as compared with commonly used polar protic or dipolar aprotic ones, offer some particular advantages, namely, specific solute?solvent interactions are virtually eliminated and proton transfer occurs directly in an apolar aprotic solvent. An intriguing feature of these reactions is their general acid-catalyzed/base-catalyzed kinetics with a time scale over microseconds to minutes. In fact, the true or intrinsic relative strengths of acids/bases when measured in such solvents come to the fore much more clearly than those obtained in other classes of solvents. Recently, a review documenting the post-1980 developments relating to proton transfer reactions in apolar aprotic solvents has been published. The present article is a commentary of the pre-1980 developments in this area since the 1920s Br°nsted?Lowry’s ?proton cult? of acid?base theory. Copyright

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis