Category: 21436-03-3

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Modified guanidines as potential chiral superbases. 2. Preparation of 1,3-unsubstituted and 1-substituted 2-iminoimidazolidine derivatives and a related guanidine by the 2-chloro-1,3-dimethylimidazolinium chloride-induced cyclization of thioureas

Simple preparation methods for modified guanidines were explored for new chiral superbases. Thus, (4S,5S)-4,5-diphenyl- and diastereomeric cyclohexane-fused 2-iminoimidazolidines were prepared from (1S,2S) – 1,2 -diphenylethylenediamine and (1R,2R)- or (1S,2S)-1,2-diaminocyclohexanes through cyclization of protected thiourea intermediates with 2-chloro-1,3-dimethylimidazolinium chloride (DMC) as a key reaction. In the (4S,5S)-4,5-diphenyl series 1-methyl-2-iminoimidazolidines and 2-diethylaminoimidazoline were also prepared as related guanidines.

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Mixed Macrocycles Derived from 2,6-Diformylpyridine and Opposite Enantiomers of trans-1,2-Diaminocyclopentane and trans-1,2-Diaminocyclohexane

The condensation reaction of 2,6-diformylpyridine with an equimolar mixture of opposite enantiomers of trans-1,2-diaminocyclopentane and trans-1,2-diaminocyclohexane using a dynamic combinatorial chemistry approach has been examined. In nonmetallated reactions, depending on reaction conditions, mixed 2 + 1 + 1 macrocyclic imine or bigger mixed 4 + 2 + 2 imine macrocycle are formed selectively. The 2 + 1 + 1 imine used as a precursor in the templated by CdII ions produces a library of enlarged chiral mixed imines coordinated with metal cations among which the hexanuclear CdII complex of 6 + 3 + 3 imine was isolated and characterized. All macrocyclic imine compounds have been reduced to the corresponding macrocyclic amines, which have been further transformed into their hydrochlorides. Each macrocyclic compound has been obtained as two enantiomers. For imine macrocycles and for the hydrochloride derivatives of macrocyclic amines, their X-ray crystal structures have been determined. In particular, the crystals of protonated 4 + 2 + 2 macrocyclic amine, which contains two types of diastereomeric cations differing in terms of inverted twists of pyridine moieties, and hexanuclear CdII complex of 6 + 3 + 3 imine, which gives a deeper insight into the expansion reaction, have been investigated. A heterochiral self-sorting of 2 + 2 and 2 + 1 + 1 macrocyclic imines has been confirmed by a competition reaction of 2,6-diformylpyridine, racemic trans-1,2-diaminocyclopentane, and racemic trans-1,2-diaminocyclohexane and theoretical calculations.

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Synthetic Route of 21436-03-3. Let¡¯s face it, organic chemistry can seem difficult to learn. Especially from a beginner¡¯s point of view. Like 21436-03-3, Name is (1S,2S)-Cyclohexane-1,2-diamine. In a document type is Article, introducing its new discovery.

Zn(ii) promoted dramatic enhancement in the enantioselective fluorescent recognition of functional chiral amines by a chiral aldehyde

The addition of Zn2+ dramatically enhanced the enantioselective fluorescent responses of 3,3?-diformyl-1,1?-bi-2-naphthol toward chiral functional amines in methanol. One enantiomer of the chiral substrates, including diamines, amino alcohols and amino acids, was found to turn on the emission of this molecular probe at lambda > 500 nm much more than the other enantiomer. This emission signal is greatly red-shifted from most of the other BINOL-based enantioselective fluorescent sensors whose fluorescent signals are generally at 400 ¡À 50 nm. Thus, a new window is opened for the use of BINOLs to observe chiral recognition events. The fluorescent responses of the new probe in the presence of Zn2+ toward a chiral diamine have also allowed a visual discrimination of these two enantiomers because of their different emitting color and intensity. The mass spectroscopic analyses for the reaction of the probe plus Zn2+ with the two enantiomers of a chiral diamine have revealed that the chirality match and mismatch between the probe and the substrate have produced different reaction products, generating very different fluorescent responses.

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Highly enantioselective Michael addition of malonates to nitroolefins catalyzed by chiral bifunctional tertiary amine-thioureas based on saccharides

A series of saccharide-derived bifunctional tertiary amine-thioureas for the asymmetric Michael addition reaction have been designed and synthesized. The addition products between malonates and various nitroolefins were obtained in high yields (up to 99%) and excellent enantioselectivities (up to 99% ee). Georg Thieme Verlag Stuttgart.

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Synthesis and characterization of chiral nickel(II) Schiff base complexes and their CD spectra-absolute configuration correlations

Some nickel(II) complexes of quadridentate Schiff bases prepared from the condensation of 2 mol of 2-hydroxyacetophenone (HACP) or dehydroacetic acid (DHA) with 1 mol of optically active propylene-1,2-diamine (pn), trans-cyclohexane-1,2-diamine (chxn) or 1,2-diphenylethylenediamine (dpen) were synthesized and characterized by EA, IR, UV-vis, and CD spectra. The absolute configurations of the three complexes were determined by X-ray single crystal structure measurement and correlated with CD spectroscopy. In this study, special attention is focussed on the CD signals of the related complexes in the d-d transition region, in the hope of obtaining a tentative correlation between the CD pattern and the absolute configuration about the central metal. A new empirical rule for the assignment of the absolute configuration around the nickel ion in each complex and the handedness of the chiral diamine contained in the Schiff base ligand is put forward. In the case of tetra-coordinated pseudo-planar Ni(II) complexes, the rule can be stated as follows: (i) a positive Cotton effect in the d-d region around 550 nm is assigned to the (S)Deltalambda-configuration for the HACP-(S)-pn-Ni, HACP-(SS)-dpen-Ni, DHA-S-pn-Ni, and DHA-(SS)-dpen-Ni derivatives; and (ii) a concomitant inversion of the Cotton effect in the same range is assigned to the (S)Lambdadelta-configuration for the HACP-(SS)-chxn-Ni and DHA-(SS)-chxn-Ni derivatives.

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Chemistry is an experimental science, and the best way to enjoy it and learn about it is performing experiments.Introducing a new discovery about 21436-03-3, Name is (1S,2S)-Cyclohexane-1,2-diamine, Recommanded Product: 21436-03-3.

Chiral discrimination of beta-telluride carboxylic acids by NMR spectroscopy

In this work, the nuclei (1H and 125Te) for NMR spectroscopy and enantiopure compounds as chiral solvent agents (CSAs) and chiral derivatisation agents (CDAs) were evaluated under different conditions. The structure of beta-telluride carboxylic acids was also modified to observe the effect on anisochrony.

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Mechanisms of the H2-hydrogenation and transfer hydrogenation of polar bonds catalyzed by ruthenium hydride complexes

The catalytic cycles for the H2-hydrogenation (H) and transfer hydrogenation (T) of C=O and C=N bonds catalyzed by over 100 ruthenium hydride complexes in organic and aqueous media can be classified into two main classes: the hydride transfer step is inner sphere (I) or outer sphere (O). Important subclasses of these mechanisms are cases where an ancillary ligand may assist in the hydride transfer step (IL or OL, respectively). The types of hydride complexes and their reactivity toward C=O (ketones, aldehydes, CO2) and C=N (imines) bonds is examined. Features of the different types of catalytic cycles are described. It is clear that the ligand assisted cases lead to very efficient catalysts for the selective hydrogenation of these polar bonds (e.g. Noyori’s metal-ligand bifunctional catalysis).

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Chemistry is an experimental science, and the best way to enjoy it and learn about it is performing experiments.Introducing a new discovery about 21436-03-3, Name is (1S,2S)-Cyclohexane-1,2-diamine, category: chiral-catalyst.

Self-Assembly of a Highly Emissive Pure Organic Imine-Based Stack for Electroluminescence and Cell Imaging

We demonstrated that a purely organic stack, namely, TPE-3-stack, can be assembled in high yield by using dynamic imine chemistry. TPE-3-stack emits strong fluorescence not only in the solid state (I?PL = 83%) but also in dilute solutions (e.g., I?PL = 82% in DMSO), which is significantly distinct from the case of the aggregation-caused quenching (ACQ) and aggregation-induced emission (AIE) chromophores. In addition, it shows high spectral, thermal, and chemical stabilities as well as excellent solubility in common solvents. Therefore, this stack is feasible for fabricating a solution-processed electroluminescent device, which displays brightness over 1000 cd m-2 and a current efficiency up to 2.3 cd A-1. TPE-3-stack is also demonstrated as a promising fluorescent visualizer for lysosome imaging. Such characteristics of the stack compound were attributed to the efficient suppression of intramolecular rotation and vibration by locking its structure into the rigid framework by means of a self-assembly strategy.

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

Carbon dioxide as a carbonylating agent in the synthesis of 2-oxazolidinones, 2-oxazinones, and cyclic ureas: Scope and limitations

Carbon dioxide can be used as a convenient carbonylating agent in the synthesis of 2-oxazolidinones, 2-oxazinones, and cyclic ureas. The transient carbamate anion generated by treating a primary or secondary amine group in basic media can be activated with phosphorylating agents such as Diphenylphosphoryl azide (DPPA) and Diphenyl chlorophosphate (DPPCl) but also with other types of electrophiles such as SOCl2, TsCl, or AcCl. The intramolecular trapping of the activated carbamate by a hydroxyl group leads to the formation of 2-oxazolidinones or 2-oxazinones in good to excellent yields. This methodology was successfully applied to the synthesis of cyclic ureas up to 7-membered rings from the corresponding diamines.

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Self-assembly of noncyclic bis-D- and L-tripeptides into higher order tubular constructs: Design, synthesis, and X-ray crystal superstructure

(Figure Presented) Trans (1R,2R)-diaminocyclohexane was used as a semirigid vicinal diamine to anchor two N-protected tripeptides consisting of L-D-L amino acids as carboxy terminal amides. The bis-tripeptide consisting of L-Ser (OBn)-D-Ser (OBn)-L-Ser (O-p-bromobenzyl) Boc afforded X-ray quality crystals containing benzene and chloroform solvent molecules. Analysis of the solid-state structure revealed a highly H-bonded helical open-ended tubular superstructure. The tripeptide strands intertwine like a pair of self-embracing arms, held together by a gamma-turn and a 14-membered antiparallel H-bonded macroring spanning the first and third amino acid residues within each strand. Whereas the tripeptide from the R,R anchor gave beautiful crystals from benzene and chloroform, the analogous construct from the S,S-anchored diamine gave a gel. Related bis-tripeptides with different amino acids showed extensive intramolecular H-bonding based on NMR titration and dilution experiments.

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