Extended knowledge of (1R,2R)-Cyclohexane-1,2-diamine

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Synthesis of novel chiral non-racemic substituted trianglimine and trianglamine macrocycles

The synthesis of novel 27- and 30-membered macrocycles of the trianglimine and trianglamine type is described, based on a [3+3] cyclocondensation between an enantiomerically pure 1,2-diamine and aromatic dicarboxaldehydes.

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

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Enantioselective thiourea-catalyzed acyl-Mannich reactions of isoquinolines

(Chemical Equation Presented) Inexpensive aromatic feedstocks are substrates for highly enantioselective acylative Mannich reactions catalyzed by a thiourea chiral hydrogen-bond donor 1. This methodology provides access to useful 1-substituted dihydroisoquinolines (see scheme; TrocCl = 2,2,2-trichloroethyl chloroformate, TBS = tert-butyldimethylsilyl), which serve as precursors to enantioenriched 1-substituted tetrahydroisoquinolines.

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

Brief introduction of (1R,2R)-Cyclohexane-1,2-diamine

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One-step synthesis of dicarboxamides through Pd-catalysed aminocarbonylation with diamines as N-nucleophiles

An efficient one-step synthetic strategy was used to prepare a set of dicarboxamides through palladium-catalysed aminocarbonylation of iodoalkenyl and iodoaryl compounds, with use of various alkyl- and aryldiamines as N-nucleophiles. The isolated yields of the dicarboxamides depended significantly on the iodo substrate and diamine structures, as well as on the reaction conditions, the best one (ca. 70%) being achieved with 1-iodocyclohexene as substrate and 1,4-diaminobutane as nucleophile, at 100C and 30 bar of CO. When iodobenzene was used as model aryl halide, the highest yield of the target dibenzamides (ca. 65%) was obtained with 1,4-diaminobenzene as coupling amine, at 100C and 10 bar of CO. Preliminary studies on their in vitro cytotoxicity against human lung carcinoma A549 cells showed N,N?(butane-1,4-diyl)dibenzamide and androst-16-ene-based dicarboxamides to be the most efficient cytotoxic agents, with IC50 values of approximately 40 muM.

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

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Chiral macrocyclic Nd(III) and Tm(III) complexes

The two new chiral macrocyclic complexes obtained in a template condensation of R,R-1,2-diaminocyclohexane and 2,6-diformylpyridine, [NdL](NO3)3 and [TmL](NO3)3, have been synthesized and their X-ray crystal structures have been determined. The lanthanide(III) ions in both complexes are coordinated by a helically twisted hexadentate macrocycle and two bidentate nitrate anions. The [NdL](NO3)3 and [TmL](NO3)3 complexes have been studied also by 1H and 13C NMR spectroscopy. The signal assignment was based on COSY, NOESY and HMQC measurements. The spectra of the investigated compounds in methanol-chloroform solution confirm the D2-symmetrical helical conformation of the ligand. (C) 2000 Elsevier Science Ltd.

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

Properties and Exciting Facts About 20439-47-8

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Application of chiral N,N?-dialkyl-1,2-cyclohexanediamine derivatives in asymmetric copper(II)-catalyzed Henry reactions

A series of chiral N,N?-dialkyl-1,2-cyclohexanediamine derivatives were designed, synthesized, and applied as ligands in asymmetric copper(II)-catalyzed Henry reactions. The catalysts based on such ligands and copper(II) acetate were found to promote asymmetric Henry reactions between aromatic/aliphatic aldehydes and nitromethane efficiently, and could provide the corresponding beta-nitroalcohols in very good yields and with enantioselectivities of up to 93.6%.

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

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Easily recyclable polymeric ionic liquid-functionalized chiral salen Mn(III) complex for enantioselective epoxidation of styrene

A polymeric ionic liquid (IL)-functionalized chiral salen ligand (PICL) was synthesized by covalent polymerization between amino ({single bond}NH2) group of 1,3-dipropylamineimidazolium bromide with chloromethyl ({single bond}CH2Cl) group at two sides of 5,5? positions in the typical chiral salen ligand. Treatment of the synthesized PICL with Mn(OAc)2s4H2O and LiCl under aerobic oxidation yielded the corresponding polymeric IL-functionalized chiral salen Mn(III) complex (PICC). The typical IR bands at 1613, 1540, 570, and 412 cm-1, as well as the maximum UV-vis absorbed peaks around 433 nm of the PICC were proposed as characteristics of the monomeric salen Mn(III) complex. The PICC was used as a catalyst in the enantioselective epoxidation of styrene. Comparable catalytic activity and enantioselectivity relative to the monomeric chiral salen Mn(III) complex were observed. Furthermore, recovery of the polymeric catalyst was readily accomplished by simple precipitation in n-hexane, and subsequently reused (10 times) without significant loss of reactivity and enantioselectivity.

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

More research is needed about (1R,2R)-Cyclohexane-1,2-diamine

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A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes, Application In Synthesis of (1R,2R)-Cyclohexane-1,2-diamine, but it must appear in at least one of the elementary reactions in the mechanism for the catalyzed reaction. 20439-47-8, Name is (1R,2R)-Cyclohexane-1,2-diamine, molecular formula is C6H14N2. In a Article, authors is Mimoun, Hubert£¬once mentioned of 20439-47-8

Enantioselective reduction of ketones by polymethylhydrosiloxane in the presence of chiral zinc catalysts

Enantioselective reduction of ketones, particularly acetophenones, by polymethylhydrosiloxane (PMHS) to the corresponding secondary alcohols can be achieved with high yields and enantiomeric excesses (ee’s) up to 88% in the presence of chiral zinc catalysts (eq 1). Two catalytic systems have been developed giving similar ee’s: (i) System A: ZnEt2 + chiral diimine or diamine 1-10. (ii) System B: Zn(carboxylate)2 + chiral diamine activated by Vitride. System B is inexpensive, stable, and ready to use in toluene, providing either (R) or (S) chiral secondary alcohols with 70-80% ee in the presence of (S,S)-or (R,R)-N,N?-ethylenebis-(1-phenylethylamine) (ebpe, 6). The reduction has been carried out at the 1 kg scale without scale-up problems. The ligand is cheap and is recovered at the end of reaction by simple distillation from residues of the organic phase. Both precursors ZnMe2¡¤(S,S)-ebpe (A) and Zn(dea)2¡¤(S,S)-ebpe (B) for systems A and B, respectively, have been isolated and characterized by X-ray structure and exhibit the same catalytic properties and the same ee’s for the reduction of acetophenone as the in situ prepared catalytic system. The complex ZnEt2¡¤(S,S)-ebpe) (A?) reacts with benzaldehyde to give the seven-membered ring dimer complex La in which benzaldehyde inserts into the Zn-N bond of complex A?. Acetophenone also reacts with A? to give a similar seven-membered ring dimer complex Lb. Both La and Lb are catalysts for the enantioselective reduction of acetophenone by PMHS and gave activities and ee’s similar to those of A?. Synthetic and mechanistic aspects of this new economical method are discussed in this paper.

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

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Process for obtaining enantiomers of thienylazolylalcoxyethanamines

A process is described for the preparation of a precursor alcohol of (¡À)-2-[thienyl(1-methyl-1H-pyrazol-5-yl)methoxy]-N,N-dimethyletanamine, and more generally for thyenylazolylalcoxyethanamines and their enantiomers. The process involves the asymmetric reduction of a prochiral ketone in the presence of a chiral ruthenium (II) catalyst system comprising at least a bidentate phosphorous-containing ligand and a diamine ligand to yield chiral alcohols. The chiral alcohols are further O-alkylated to yield corresponding pharmaceutically active ethanamines.

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

More research is needed about (1R,2R)-Cyclohexane-1,2-diamine

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A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes, Recommanded Product: (1R,2R)-Cyclohexane-1,2-diamine, but it must appear in at least one of the elementary reactions in the mechanism for the catalyzed reaction. 20439-47-8, Name is (1R,2R)-Cyclohexane-1,2-diamine, molecular formula is C6H14N2. In a Article, authors is Mimoun, Hubert£¬once mentioned of 20439-47-8

Enantioselective reduction of ketones by polymethylhydrosiloxane in the presence of chiral zinc catalysts

Enantioselective reduction of ketones, particularly acetophenones, by polymethylhydrosiloxane (PMHS) to the corresponding secondary alcohols can be achieved with high yields and enantiomeric excesses (ee’s) up to 88% in the presence of chiral zinc catalysts (eq 1). Two catalytic systems have been developed giving similar ee’s: (i) System A: ZnEt2 + chiral diimine or diamine 1-10. (ii) System B: Zn(carboxylate)2 + chiral diamine activated by Vitride. System B is inexpensive, stable, and ready to use in toluene, providing either (R) or (S) chiral secondary alcohols with 70-80% ee in the presence of (S,S)-or (R,R)-N,N?-ethylenebis-(1-phenylethylamine) (ebpe, 6). The reduction has been carried out at the 1 kg scale without scale-up problems. The ligand is cheap and is recovered at the end of reaction by simple distillation from residues of the organic phase. Both precursors ZnMe2¡¤(S,S)-ebpe (A) and Zn(dea)2¡¤(S,S)-ebpe (B) for systems A and B, respectively, have been isolated and characterized by X-ray structure and exhibit the same catalytic properties and the same ee’s for the reduction of acetophenone as the in situ prepared catalytic system. The complex ZnEt2¡¤(S,S)-ebpe) (A?) reacts with benzaldehyde to give the seven-membered ring dimer complex La in which benzaldehyde inserts into the Zn-N bond of complex A?. Acetophenone also reacts with A? to give a similar seven-membered ring dimer complex Lb. Both La and Lb are catalysts for the enantioselective reduction of acetophenone by PMHS and gave activities and ee’s similar to those of A?. Synthetic and mechanistic aspects of this new economical method are discussed in this paper.

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

A new application about 20439-47-8

One of the oldest and most widely used commercial enzyme inhibitors is aspirin, Product Details of 20439-47-8, which selectively inhibits one of the enzymes involved in the synthesis of molecules that trigger inflammation. you can also check out more blogs about 20439-47-8

Catalysts function by providing an alternate reaction mechanism that has a lower activation energy than would be found in the absence of the catalyst. In some cases, the catalyzed mechanism may include additional steps.In a article, 20439-47-8, molcular formula is C6H14N2, introducing its new discovery. Product Details of 20439-47-8

Process for obtaining enantiomers of thienylazolylalcoxyethanamines

A process is described for the preparation of a precursor alcohol of (¡À)-2-[thienyl(1-methyl-1H-pyrazol-5-yl)methoxy]-N,N-dimethyletanamine, and more generally for thyenylazolylalcoxyethanamines and their enantiomers. The process involves the asymmetric reduction of a prochiral ketone in the presence of a chiral ruthenium (II) catalyst system comprising at least a bidentate phosphorous-containing ligand and a diamine ligand to yield chiral alcohols. The chiral alcohols are further O-alkylated to yield corresponding pharmaceutically active ethanamines.

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