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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.21436-03-3, Name is (1S,2S)-Cyclohexane-1,2-diamine, molecular formula is C6H14N2. In a Article,once mentioned of 21436-03-3, Product Details of 21436-03-3

New chiral thiophene-salen ligands have been synthesized and the corresponding chromium complexes proved to be efficient catalysts for promoting asymmetric hetero-Diels-Alder reactions with good activities and high enantio-selectivities (up to 88% ee). These complexes were successfully electropolymerized to give chiral polymers as insoluble powders for use in asymmetric heterogeneous catalysis. When engaged in successive hetero-Diels-Alder reactions, they afforded the expected products in high yield and enantioselectivity showing no loss of efficiency for up to 15 cycles. A chiral chromium-salen-thiophene polymer was also successfully used in a multi-substrate procedure in which a new, structurally different aldehyde was introduced for each reuse to afford the desired pyranone in its pure form. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

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Metal complexes of C2-symmetric Lewis acid/Lewis base salen ligands provide bifunctional activation resulting in rapid rates in the enantioselective addition of diethylzinc to aldehydes (up to 92% ee). Further experiments probed the reactivity of the individual Lewis acid and Lewis base components of the catalyst and established that both moieties are essential for asymmetric catalysis. These catalysts are also effective in the asymmetric addition of diethylzinc to alpha-ketoesters. This finding is significant because alpha-ketoesters alone serve as their own ligands to accelerate racemic 1,2-carbonyl addition of Et2Zn and racemic carbonyl reduction. The latter proceeds via a metalloene pathway, and often accounts for the predominant product. Singular Lewis acid catalysts do not accelerate enantioselective 1,2-addition over these two competing paths. The bifunctional amino salen catalysts, however, rapidly provide enantioenriched 1,2-addition products in excellent yield, complete chemoselectivity, and good enantioselectivity (up to 88% ee). A library of the bifunctional amino salens was synthesized and evaluated in this reaction. The utility of the alpha-ketoester method has been demonstrated in the synthesis of an opiate antagonist.

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Cu(ii) Schiff base complexes Cu(ii)-1 and Cu(ii)-3 based on 2-acetyl pyridine with both (1R,2R)-1,2-diaminocyclohexane and (1S,2S)-1,2- diaminocyclohexane were synthesized in a single step. Subsequent reduction of ligands 1 and 3 with NaBH4 followed by complexation with Cu(OTf) 2 resulted in generation of two more additional chiral centers in complexes Cu(ii)-2 and Cu(ii)-4. The ligands 1-4 and their corresponding complexes were well characterized by several spectral techniques like 1H-NMR, 13C-NMR, LC-MS, CD, UV-Vis spectroscopy and microanalysis. The respective Cu(ii) complexes derived from ligands 2 and 4 were investigated using both the solution and solid state EPR spectra. The particular orientation of the reduced complex with Cu(OTf)2 was confirmed by the X-ray crystal structure of the corresponding complex. All the catalytic protocols were applied in the asymmetric aza-Henry reaction to evaluate the catalytic properties of the Cu(ii) complexes in the present study.

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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.21436-03-3, Name is (1S,2S)-Cyclohexane-1,2-diamine, molecular formula is C6H14N2. In a Conference Paper,once mentioned of 21436-03-3, HPLC of Formula: C6H14N2

Four magnetic compounds based on chiral ligands trans-(1S,2S)-chxn and trans-(1R,2R)-chxn (chxn: cyclohexane-1,2-diamine), [Ni(trans-(1S,2S)-chxn)2]3[Fe(CN)6] 2·2H2O (1), [Ni(trans-(1R,2R)-chxn)2]3[Fe(CN)6] 2·2H2O (2), [Cu(trans-(1S,2S)-chxn)2]3-[Fe(CN)6] 2·4.5H2O (3) and [Cu(trans-(1R,2R)-chxn)2]3[Fe(CN)6] 2·4.5H2O (4), are reported. The four compounds are chiral, as confirmed by X-ray analyses and circular dichroism measurements, From the magnetic point of view, 1 and 2 behave as ferromagnets, whereas 3 and 4 show a paramagnetic behavior.

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As the ligand system plays the most important role in the behaviour of the spin-transition of iron(II) spin-crossover compounds a series of eight new mainly bridging di-tetrazole ligands were synthesised and produced new insights into spacer modifications as well as geometric prerequisites of the ligand and their impact on spin-crossover behaviour. The focus laid on aryl-spaced tetrazole ligands, which were interesting analogues to the well-known alkyl-di-tetrazoles due to expected enhanced interaction within the molecular structure through pi-pi-stacking. The results of this fundamental study yielded further guidelines to optimize and fine-tune the ligand design, which are envisaged to be used for spin-crossover iron(II) coordination polymers of high T1/2-values with abrupt spin transition behaviour. Additionally, one new SCO compound [mu-Tris(1-[1,1-dimethyl-2-(1H-tetrazol-1-yl)ethyl]-1H- tetrazole-N4,N4?)iron(II)] bis(tetrafluoroborate) – [Fe(dtmp) 3](BF4)2 – is presented. The compound features a spin transition around 160 K with a small thermal hysteresis of 5 K.

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Mechanochemical methods of neat grinding and liquid-assisted grinding have been applied to the synthesis of mono- and bis(thiourea)s by using the click coupling of aromatic and aliphatic diamines with aromatic isothiocyanates. The ability to modify the reaction conditions allowed the optimization of each reaction, leading to the quantitative formation of chiral bis(thiourea)s with known uses as organocatalysts or anion sensors. Quantitative reaction yields, combined with the fact that mechanochemical reaction conditions avoid the use of bulk solvents, enabled solution-based purification methods (such as chromatography or recrystallization) to be completely avoided. Importantly, by using selected model reactions, we also show that the described mechanochemical reaction procedures can be readily scaled up to at least the one-gram scale. In that way, mechanochemical synthesis provides a facile method to fully transform valuable enantiomerically pure reagents into useful products that can immediately be applied in their designed purpose. This was demonstrated by using some of the mechanochemically prepared reagents as organocatalysts in a model Morita-Baylis-Hillman reaction and as cyanide ion sensors in organic solvents. The use of electronically and sterically hindered ortho-phenylenediamine revealed that mechanochemical reaction conditions can be readily optimized to form either the 1:1 or the 1:2 click-coupling product, demonstrating that reaction stoichiometry can be more efficiently controlled under these conditions than in solution-based syntheses. In this way, it was shown that excellent stoichiometric control by mechanochemistry, previously established for mechanochemical syntheses of cocrystals and coordination polymers, can also be achieved in the context of covalent-bond formation. New grist for the mill: Conducting the amine-isothiocyanate click coupling reaction by milling mechanochemistry provides quantitative isolated yields of chiral and achiral thiourea organocatalysts and anion-binding agents (see figure), rapidly and without a solvent or product purification. Mechanosynthesis by automated liquid-assisted grinding is readily applicable to sterically and electronically hindered diamines. Copyright

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A novel class of chiral multifunctional thioureas bearing a chiral lipophilic beyerane scaffold and a primary amino group were designed and prepared. The thioureas were proven to be effective for catalyzing the asymmetric Michael addition between isobutyraldehyde and maleimides with only 0.5 mol % catalyst loading, and exhibited double asymmetric induction. Both of the catalysts afforded the corresponding adduct with high to excellent yields (up to 98%) and excellent enantioselectivities (up to 99%). Furthermore, this catalytic system can be used efficiently in large-scale reactions with the yields and enantioselectivities being maintained at the same level.

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The synthesis of a new bis(2,2?-bipyridine), bridged by a Schiff base cyclohexane moiety is described. Surprisingly, this compound does not appear to form discrete oligonuclear metal complexes on the addition of zinc(II) and iron(II) cations. In order to rationalise this behaviour, the compound’s conformation has been explored using a combination of circular dichroism, X-ray crystallography and DFT calculations, indicating that at least two energy barriers need to be overcome to orientate the ligand in a suitable conformation to permit the formation of coordination helicates with control over the metal centred stereochemistry.

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A series of neutral gelators and cationic amphiphiles derived from 1,2 diphenylethylenediamine (I ) and 1,2-cyclohexanediamine (II ) was synthesised. Helical silica nanotubes were prepared utilising these organic gelators through sol-gel polycondensation of tetraethoxy silane, (TEOS-silica source). Right- and left-handed helical nanotubes respectively were obtained from a 1 : 1 mass mixture of optically active, (1S,2S)-III-(1S,2S)-V neutral gelator and (1S,2S)-IV-(1S,2S)-VI cationic amphiphile and a 1 : 1 mass mixture of optically active, (1R,2R)-III-(1R,2R)-V neutral gelator and (1R,2R)- IV-(1R,2R)-VI cationic amphiphile, indicating that the handedness of the helical nanotubes varied with the change in the neutral gelator precursors used. The nanotubes were characterised by SEM images.

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The reaction of K3[Cr(CN)6] and the copper(II) bis-diamino complex of the ligand 1,3-diaminopropane (tn) led to the new cyanide-bridged 3D polymer {[(Cu(tn)2)3(Cr(CN) 6)][Cr(CN)6]}? (1). Crystallographic data for 1: trigonal space group R3, a = b = 15.4908(11), c = 16.7699(13) A, Z = 3, V = 3485.0(4) A3. By the same reaction using trans-cyclohexane-(1R,2R)-diamine [1R,2Rchxn] or trans-cyclohexane-(1S,2S)- diamine [1S,2Schxn] as ligands, the chiral 1D polymers {[Cu(1R,2Rchxn) 2]3[Cr(CN)6]2·4.75H 2O}? (2) and {[Cu(1S,2Schxn)2] 3[Cr(CN)6]2·4.25H2O} ? (3), respectively, were obtained. 2 and 3 are isostructural and crystallize in the triclinic space group P1, with a = 8.5421(6), b = 12.6379(9), c = 16.1571(11) A, alpha = 104.594(5), beta = 98.425(6), gamma = 97.440(5), Z = 1, V = 1644.3(2) A3 for 2, and a = 8.5435(8), b = 12.6309(12), c = 16.1711(17) A, alpha = 104.632, beta = 98.429(8), gamma = 97.375(8), Z = 1, and V = 1645.1(3) A3 for 3. The complexes have been characterized by X-ray crystallography, IR, and magnetic susceptibility measurements. The chirality of 2 and 3 has been confirmed by circular dichroism measurements in the solid state. From the magnetic point of view, 1 shows 3D ferromagnetic ordering at ca. 4K, and 2 shows a weak intrachain ferromagnetic exchange, as a result of magnetic orbital orthogonality between Cr(III) and Cu(II) in the chain, with very long Cu-N(cyano) distances (2.665(5) and 2.671(5) A) due to the long Jahn-Teller axis of the copper(II) ions.

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