Category: 1436-59-5

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Synthesis, crystal structures and photochromic properties of novel chiral Schiff base macrocycles

Enantiomerically pure and racemic forms of calixsalen-type macrocycles 1 and 2 were synthesized and their crystal structures were determined. The enantiomerically pure crystals of (S,S,S,S,S,S)-1 exhibited thermally reversible photochromism from yellow to orange-red upon photoirradiation in the solid state, while rac-crystals of 2 with the guest CH3CN did not show any photocolouration.

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Chiral Catalysts,
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Triplex selective 2-(2-naphthyl)quinoline compounds: Origins of affinity and new design principles

A novel competition dialysis assay was used to investigate the structural selectivity of a series of substituted 2-(2-naphthyl)quinoline compounds designed to target triplex DNA. The interaction of 14 compounds with 13 different nucleic acid sequences and structures was studied. A striking selectivity for the triplex structure poly dA:[poly dT]2 was found for the majority of compounds studied. Quantitative analysis of the competition dialysis binding data using newly developed metrics revealed that these compounds are among the most selective triplex-binding agents synthesized to date. A quantitative structure-affinity relationship (QSAR) was derived using triplex binding data for all 14 compounds used in these studies. The QSAR revealed that the primary favorable determinant of triplex binding free energy is the solvent accessible surface area. Triplex binding affinity is negatively correlated with compound electron affinity and the number of hydrogen bond donors. The QSAR provides guidelines for the design of improved triplex-binding agents.

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Chiral Catalysts,
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A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes, but it must appear in at least one of the elementary reactions in the mechanism for the catalyzed reaction. 1436-59-5, Name is cis-Cyclohexane-1,2-diamine, molecular formula is C6H14N2. In a Article£¬once mentioned of 1436-59-5, Safety of cis-Cyclohexane-1,2-diamine

Steric effects of bulky tethered arylpiperazines on the reactivity of Co-Schiff base oxidation catalysts?a synthetic and computational study

New C2-symmetric and C2-asymmetric Co-Schiff base catalysts tethered to arylpiperazine units were synthesized and used to oxidize phenolic lignin models to para-benzoquinones. Synthetic approaches to these catalysts were optimized to include fewer steps and broaden the types of catalyst structures available. In contrast to conventional Co-Schiff base catalysts, these systems induce phenolic oxidation in the absence of an external axial base, simplifying the process. Asymmetric catalysts bearing a phenylethylene or diphenylmethyl piperazine substituent display the highest catalytic activity observed to date for the conversion of S-models to 2,6-dimethoxybenzoquinone (DMBQ). Computational analysis shows that more reactive catalysts populate conformations that favor oxidation in preference to non-productive decomposition routes. This balance between catalyst reactivity and catalyst deactivation is optimized by inclusion of sufficient steric bulk around the periphery of the Schiff base ligand, reducing catalyst deactivation and allowing oxidations to proceed in the absence of an added axial ligand.

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Generation of highly enantioenriched crystalline products in reversible asymmetric reactions with racemic or achiral catalysts

(Chemical Equation Presented) Backwards is better: By combining forward and backward reaction steps of a reversible chemical process (see scheme) with the physical processes of crystallization, crystal crushing, and dissolution, asymmetric amplification up to 100% ee can be achieved in the presence of racemic or achiral catalysts starting from a conglomerate of the reaction product 1 with a low enantiomeric excess.

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The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.1436-59-5, Name is cis-Cyclohexane-1,2-diamine, molecular formula is C6H14N2. In a Article£¬once mentioned of 1436-59-5, Safety of cis-Cyclohexane-1,2-diamine

Evaluation of novel trans-sulfonamide platinum complexes against tumor cell lines

Platinum-based drugs, mainly cisplatin, are employed for the treatment of solid malignancies. However, cisplatin treatment often results in the development of chemoresistance, leading to therapeutic failure. Here, the antitumor activity of different trans-sulfonamide platinum complexes in a panel of human cell lines is presented. The cytotoxicity profiles and cell cycle analyses of these platinum sulfonamide complexes were different from those of cisplatin. These studies showed that complex 2b with cyclohexyldiamine and dansyl moieties had the best antitumoral activities.

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A Nuclear Magnetic Resonance and Theoretical Investigation of the Effect of Charge and Solvation on the Conformations of 1,2-Disubstituted Ethanes

The conformational energies of a number of 1,2-disubstituted ethanes (CH2X-CH2Y) have been obtained by ab initio and MNDO calculations (i.e. for the vapour phase) and by 1H n.m.r. spectroscopy (for aqueous solutions).There is generally good agreement between theory and experiment for the neutral molecules.The 2-halogenoethylamines (X=F or Cl, Y=NH2), 3-chloropropionic acid (X=Cl, Y=CO2H), and succinic acid (X=Y=CO2H) all favour the gauche conformer, whereas ethylenediamine (X=Y=NH2) has no conformational preference. For the charged molecules, although theory correctly predicts the direction of the conformer energy changes on ionisation of the amino and carboxy groups, it vastly overrates the extent of these changes.The most extreme case is beta-alanine zwitterion (X=+NH3, Y=CO2-), which is predicted to be wholly in the gauche form (by 10-30 kcal mol-1), yet which shows no conformational preference in aqueous solutions DeltaEg-t -0.1 kcal mol-1). These results suggest that in carrying out molecular mechanics calculations on molecules containing charged groups exposed to aqueous solution, the domonant effect of the solvent in ‘neutralising’ the electrostatic interactions of the charged species must always be considered.

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Reference of 1436-59-5, Catalysts are substances that increase the reaction rate of a chemical reaction without being consumed in the process. 1436-59-5, Name is cis-Cyclohexane-1,2-diamine, molecular formula is C6H14N2. In a Article£¬once mentioned of 1436-59-5

Crystal Structures and Selected Properties of CoII Containing Thiostannates prepared by a New Room Temperature Route

The room temperature reaction of Na4Sn2S6¡¤5H2O with CoCl2¡¤6H2O and 2-(aminomethyl)pyridine (2-AMP) or trans-1,2-diamino-cyclohexane (DACH) leads to crystallization of two compounds with the compositions [Co(2-(aminomethyl)pyridine)3]2 Sn2S6¡¤10H2O (1) and [Co(trans-1,2-diaminocyclohexane)3]2Sn2S6¡¤8H2O (2). In both compounds [Sn2S6]4? anions are present that are charge balanced each by two Co2+ centered complexes. Each of the two CoII cations are sixfold coordinated by six N atoms of three 2-AMP or DACH ligands within slightly distorted octahedra. In compound 1, the two complexes are linked by one [Sn2S6]4? anion via strong N?H¡¤¡¤¡¤S hydrogen bonds into centrosymmetric charge neutral trimeric units, that are further linked by weak C?H¡¤¡¤¡¤S and N?H¡¤¡¤¡¤S hydrogen bonds into chains that are directed along the a axis. These chains are further joined by N?H¡¤¡¤¡¤O and O?H¡¤¡¤¡¤O hydrogen bonds into a 3D network, with the H2O molecules forming chains along the b axis. The crystal structure of 2 is similar to that of 1 featuring trimeric units which are also linked into chains. Between the chains water molecules are embedded that link the chains into a 3D network. Upon heating 2 in a thermobalance the water and ligand molecules are removed in discrete steps, indicating that compounds with more condensed thiostannate networks will form.

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The Reaction of 2,4-Dinitrofluorobenzene with Aniline, Cyclohexylamine, and 1,2-Diaminocyclohexanes in Aprotic Solvents. A New Approach to the ‘imer Mechanism’

The reaction of 2,4-dinitrofluorobenzene (DNF) with aniline in toluene and in chloroform at 35 deg C shows a third-order kinetic dependence on .In hydrogen-bond acceptor (HBA) solvents an important rate increase, and a second-order dependence on , are observed.Finally, the reaction shows a second-order dependence on non-nucleophilic tertiary amines.All these results are fully consistent with the previously proposed ‘dimer nucleophile mechanism’.Another approach towards confirming the mechanism was designed: a system where an ‘intramolecular dimer nucleophile’ is possible.The reactions of DNF with cyclohexylamine, and with cis- and trans-1,2-diaminocyclohexane, were studied in toluene, and also in toluene-methanol mixtures in some cases.The kinetic order observed, as well as the enhanced reactivity of the cis isomer and the solvent effects are new evidence in favour of the ‘dimer nucleophile’ mechanism.The results cannot be explained by other, alternative mechanisms.

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Effective Formylation of Amines with Carbon Dioxide and Diphenylsilane Catalyzed by Chelating bis(tzNHC) Rhodium Complexes

The reductive formylation of amines using CO2 and hydrosilanes is an attractive method for incorporating CO2 into valuable organic compounds. However, previous systems required either high catalyst loadings or high temperatures to achieve high efficiency, and the substrate scope was mostly limited to simple amines. To address these problems, a series of alkyl bridged chelating bis(NHC) rhodium complexes (NHC=N-heterocyclic carbene) have been synthesized and applied to the reductive formylation of amines using CO2 and Ph2SiH2. A rhodium-based bis(tzNHC) complex (tz=1,2,3-triazol-5-ylidene) was identified to be highly effective at a low catalyst loading and ambient temperature, and a wide substrate scope, including amines with reducible functional groups, were compatible. Beyond the norm: Rhodium complexes bearing a strong electron-donating bis(1,2,3-triazol-5-ylidene) ligand were found to be excellent catalysts for the reductive formylation of amines with CO2 and Ph2SiH2 at ambient temperature. The catalyst system possesses a broad substrate scope which tolerates a variety of reducible functional groups and is suitable for the synthesis of bioactive compounds. Tf=trifuoromethanesulfonyl.

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Chiral Catalysts,
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The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.1436-59-5, Name is cis-Cyclohexane-1,2-diamine, molecular formula is C6H14N2. In a Article£¬once mentioned of 1436-59-5, Safety of cis-Cyclohexane-1,2-diamine

Disrupting the Conserved Salt Bridge in the Trimerization of Influenza A Nucleoprotein

Antiviral drug resistance in influenza infections has been a major threat to public health. To develop a broad-spectrum inhibitor of influenza to combat the problem of drug resistance, we previously identified the highly conserved E339…R416 salt bridge of the nucleoprotein trimer as a target and compound 1 as an inhibitor disrupting the salt bridge with an EC50 = 2.7 muM against influenza A (A/WSN/1933). We have further modified this compound via a structure-based approach and performed antiviral activity screening to identify compounds 29 and 30 with EC50 values of 110 and 120 nM, respectively, and without measurable host cell cytotoxicity. Compared to the clinically used neuraminidase inhibitors, these two compounds showed better activity profiles against drug-resistant influenza A strains, as well as influenza B, and improved survival of influenza-infected mice.

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Chiral Catalysts,
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