Some scientific research about (1R,2R)-Cyclohexane-1,2-diamine

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Optical resolution method

The present invention provides three optical resolution methods. The first aspect comprises the steps of adding an optically active bifunctional resolving reagent to a bifunctional compound to form a liquid material, precipitating crystals therefrom, and treating the crystals and the liquid material separately with an acidic material, a basic material, or a basic material and an acidic material, to obtain a pair of enantiomers of an optically active bifunctional compound. The second aspect comprises an optical resolution method by which one necessary enantiomer of a pair of enantiomers in an optically active bifunctional compound is exclusively obtained. The third aspect comprises a method for racemizing one unnecessary enantiomer of a pair of enantiomers in an optically active bifunctional compound which is formed by the optical resolution method of the present invention.

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Reference£º
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

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Glycosylated tetrahydrosalens as multifunctional molecules for Alzheimer’s therapy

The tetrahydrosalens N,N?-bis(2-hydroxybenzyl)-ethane-1,2-diamine (H2L1), N,N?-bis(2-hydroxybenzyl)-(-)-1,2- cyclohexane-(1R,2R)-diamine (H2L2), N,N?-bis(2- hydroxybenzyl)-N,N?-dimethyl-ethane-1,2-diamine (H2L 3), N,N?-bis(2-hydroxybenzyl)-N,N?-dibenzyl-ethane-1,2- diamine (H2L4), and N,N?-bis(2-(4-tert-butyl) hydroxybenzyl)-ethane-1,2-diamine (H2L5), as well as their prodrug glycosylated forms, GL1-5, have been prepared and evaluated in vitro for their potential use as Alzheimer’s disease (AD) therapeutics. Dysfunctional interactions of metal ions, especially those of Cu, Zn, and Fe, with the amyloid-beta (Abeta) peptide are hypothesised to play an important role in the aetiology of AD, and disruption of these aberrant metal-peptide interactions via chelation therapy holds considerable promise as a therapeutic strategy. Tetrahydrosalens such as H2L1-5 have a significant affinity for metal ions, and thus should be able to compete with the Abeta peptide for Cu, Zn, and Fe in the brain. This activity was assayed in vitrovia a turbidity assay; H2L1 and H2L 3 were found to attenuate Abeta1-40 aggregation after exposure to Cu2+ and Zn2+. In addition, H 2L1-5 were determined to be potent antioxidants on the basis of an in vitro antioxidant assay. GL1-5 were prepared as metal binding prodrugs; glycosylation is intended to prevent systemic metal binding, improve solubility, and enhance brain uptake. Enzymatic (beta-glucosidase) deprotection of the carbohydrate moieties was facile, with the exception of GL4, demonstrating the general feasibility of this prodrug approach. Finally, a representative prodrug, GL3, was determined to be non-toxic over a large concentration range in a cell viability assay.

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Reference£º
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

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Polythiophene hybrids of transition-metal bis(salicylidenimine)s: Correlation between structure and electronic properties

The synthesis, electrochemistry, and spectroscopic behavior of tetradentate bis(salicylidenimine) transition metal complexes 5-9 are reported. Appending these complexes with 3,4-ethylenedioxythiophene (EDOT) moieties allows for electrochemical polymerization at much lower potentials than the parent salen complexes. The resulting polymers display well-defined organic-based electrochemistry at potentials <0.5 V vs Fc/Fc+. The EDOT- modified N,N'-ethylene bis(salicylidene), N,N'-o-phenylene bis(salicylidene), and N,N'-trans-cyclohexylene bis(salicylidene) complexes 5a-b, 6a-b, and 8a-b display cyclic voltammograms with four organic-based redox waves. Increasing the interchain separation through the use of nonplanar bis(salicylidene) ligands results in only two redox waves. The conductivity of the copper-based polymers decreases with increasing interchain spacing, with the maximum conductivity being 92 S cm-1 for poly(5a) and 16 S cm-1 for poly(7a). The nickel complexes were less sensitive to increased interchain separation and showed conductivities greater than 48 S cm-1 regardless of the interchain spacing and near 100 S cm-1 in the case of poly(6b). In situ spectroelectrochemistry was consistent with the segmented electronic nature of these polymers. Cyclic voltammetry of an analogous uranyl complex, 5c, revealed that two electrons per repeat unit were removed during oxidation. Consideration of our collective investigations, which also included in situ EPR spectroscopic studies, led to a postulation that pi-aggregation processes are occurring in those polymers which are allowed to have close interchain spacing. Note that a catalyst decreases the activation energy for both the forward and the reverse reactions and hence accelerates both the forward and the reverse reactions.Synthetic Route of 20439-47-8, you can also check out more blogs about20439-47-8

Reference£º
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

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Influence of the backbone of N5-pentadentate ligands on the catalytic performance of Ni(II) complexes for electrochemical water oxidation in neutral aqueous solutions

Two N5-chelated nickel complexes displayed decent catalytic activity and good stability for electrochemical water oxidation in phosphate buffer solutions at pH 7, with observed rate constants of 3.06 and 4.62 s-1, which are higher than those reported so far for molecular nickel catalysts in neutral solutions. The results revealed that the rigid backbone of N5-chelating ligands has a positive influence on the activity of the nickel catalysts.

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Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

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Synthesis, characterization and anticancer activity of gold(III) complexes with (1R,2R)-(-)-1,2-diaminocyclohexane

Two gold(III) complexes, [(DACH)AuCl2]Cl (1) and [(DACH)2Au]Cl3 (2), derived from (1R,2R)-(-)-1,2-diaminocyclohexane and sodium tetrachloroaurate dihydrate, NaAuCl4¡¤2H2O, were synthesized and fully characterized using elemental analysis and different physical methods, such as FTIR, 1H NMR, 13C NMR, solid-state NMR and X-ray crystallography. The data confirm the coordination of the DACH ligand to the gold(III) metal centre through its nitrogen atoms. According to in vitro cytotoxic studies, complex 2 was more effective against the three human tumor cell lines evaluated (the ovarian cancer cell line A2780, its cisplatin-resistant clone A2780cis and the classical Hodgkin lymphoma cell line L-540). The fold-resistance of the A2780 and A2780cis cells to cisplatin was about twofold lower for both gold(III) complexes.

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Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

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A containing unsaturated bond chiral nuclear platinum complex and its preparation method and application (by machine translation)

The present invention discloses a structural formula is type I or type II is shown containing unsaturated bond of chiral double nuclear platinum complex, the compound has anti-tumor activity, synthetic method is simple and easy, is suitable for industrial production; wherein R is selected from n=2 – 8; D CH Z is selected from the group selected from3 COO- , ClCH2 COO- , CH3 (CH2 )6 COO- , CH3 (CH2 )8 COO- , Cl- . (by machine translation)

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Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

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NEW BRADYKININ B1 ANTAGONISTS

The invention relates to compounds of formula (I) where in R1, R1a, R1b, R2, R3 and X, X1, X2, X3 have the meaning as cited in the description and the claims. Said compounds are useful as Bradykinin B1 antagonists. The invention also relates to pharmaceutical compositions, the preparation of such compounds as well as the production and use as medicament.

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Reference£º
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

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Cooperative Al(salen)-pyridinium catalysts for the asymmetric synthesis of trans-configured beta-lactones by [2+2]-cyclocondensation of acylbromides and aldehydes: Investigation of pyridinium substituent effects

The trans-selective catalytic asymmetric formation of beta-lactones constitutes an attractive surrogate for anti-aldol additions. Recently, we have reported the first catalyst which is capable of forming trans-beta-lactones with high enantioselectivity from aliphatic (and aromatic) aldehyde substrates by cyclocondensation with acyl bromides. In that previous study the concepts of Lewis acid and organic aprotic ion pair catalysis were combined in a salen-type catalyst molecule. Since a pyridinium residue on the salen periphery is essential for high trans- and enantioselectivity, we were interested in the question of whether substituents on the pyridinium rings could be used to further improve the catalyst efficiency, as they might have a significant impact on the effective charges within the heterocycles. In the present study we have thus compared a small library of aluminum salen/bispyridinium catalysts mainly differing in the substituents on the pyridinium residues. As one result of these studies a new catalyst was identified which offers slightly superior stereoselectivity as compared to the previously reported best catalyst. NBO calculations have revealed that the higher stereoselectivity can arguably not be explained by the variation of the effective charge.

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Reference£º
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

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Enantioselective, organocatalytic reduction of ketones using bifunctional thiourea-amine catalysts

Prochiral ketones are reduced to enantioenriched, secondary alcohols using catecholborane and a family of air-stable, bifunctional thiourea-amine organocatalysts. Asymmetric induction is proposed to arise from the in situ complexation between the borane and chiral thiourea-amine organocatalyst resulting in a stereochemically biased boronate-amine complex. The hydride in the complex is endowed with enhanced nucleophilicity while the thiourea concomitantly embraces and activates the carbonyl.

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Reference£º
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

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When is an imine not an imine? Unusual reactivity of a series of Cu(ii) imine-pyridine complexes and their exploitation for the Henry reaction

In this paper we report the synthesis and solid-state structures for a series of pyridine based Cu(ii) complexes and preliminary data for the asymmetric Henry reaction. Interestingly, the solid-state structures indicate the incorporation of an alcohol into one of the imine groups of the ligand, forming a rare alpha-amino ether group. The complexes have been studied via single crystal X-ray diffraction, EPR spectroscopy and mass spectrometry. Intriguingly, it has been observed that the alcohol only adds to one of the imine moieties. Density functional theory (DFT) calculations have also been employed to rationalise the observed structures. The Cu(ii) complexes have been tested in the asymmetric Henry reaction (benzaldehyde + nitromethane or nitroethane) with ee’s up to 84% being achieved as well as high conversions and modest diastereoselectivities. The Royal Society of Chemistry 2011.

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Reference£º
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI