857256-24-7

Basic information

• Product Name: 1,2-Cyclohexanediamine, N,N'-bis(2-nitrophenyl)-, (1R,2R)-
• CAS NO: 857256-24-7
• Molecular Formula: C18H20N4O4
• Molecular Weight: 356.381
• Mol File: 857256-24-7.mol

Chemical Properties

• CAS DataBase Reference: 1,2-Cyclohexanediamine, N,N'-bis(2-nitrophenyl)-, (1R,2R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Cyclohexanediamine, N,N'-bis(2-nitrophenyl)-, (1R,2R)-(857256-24-7)
• EPA Substance Registry System: 1,2-Cyclohexanediamine, N,N'-bis(2-nitrophenyl)-, (1R,2R)-(857256-24-7)

Safety Data

• Hazardous Substances Data: 857256-24-7(Hazardous Substances Data)

Upstream product

• 1493-27-2 ortho-nitrofluorobenzene 
• 116407-32-0 (1R,2R)-(-)-1,2-diammoniumcyclohexane mono-L-(+)-tartrate 
• 20439-47-8 (1R,2R)-1,2-diaminocyclohexane 
• 32044-22-7 (R,R)-1,2-diaminocyclohexane tartrate 

Downstream Products

• 951153-76-7 N,N′-((1R,2R)-cyclohexane-1,2-diyl)bis(benzene-1,2-diamine) 

Relevant articles and documents

Synthetic and structural investigations of bis(N -alkyl-benzoselenadiazolium) cations

The synthesis, and spectroscopic and structural characterization of bridged dicationic derivatives of benzo-2,1,3-selenadiazoles are reported. The chloride salt of [H4C6NSeN-CH2-CH2-NSeNC6H4/sub

Chiral linker-bridged bis-N-heterocyclic carbenes: Design, synthesis, palladium complexes, and catalytic properties

A series of chiral bis(benzimidazolium) salts 10-19 with (1R,2R)-cyclohexene, (1R,2R)-diphenylethylene and (aR)-binaphthylene linkers have been designed and synthesized in 30-94% yield. Ten chiral bis(NHC) palladium complexes 20-28 have been synthesized and characterized by NMR, HRMS, elemental analysis and further confirmed by X-ray single crystal analysis. These bis(NHC)-Pd complexes showed obviously different catalytic properties in the asymmetric Suzuki-Miyaura coupling reactions. The (1R,2R)-cyclohexene-bridged bis(NHC)-Pd complex, (R,R)-23, achieved the highest yield of 90%, while complex (aR)-28, with a binaphthylene linker, showed the best enantioselectivity of 60 ee%. The structural analysis of these complexes suggested that such difference of catalytic performance has a close relationship with their coordination surroundings around metal centres.

Synthesis, structure, and catalytic activity of palladium complexes with new chiral cyclohexane-1,2-based di-NHC-ligands

A pair of novel palladium complexes {[(1S,2S)-L]PdBr2} and {[(1R,2R)-L]PdBr2} of chiral di-N-heterocyclic carbene ligands derived from chiral 1,2-cyclohexanediamine have been prepared in moderate to good yields and characterized by NMR, HRMS and X-ray single crystal diffraction studies. The obtained chiral NHC-Pd compound was able to catalyze the asymmetric Suzuki-Miyaura couplings of aryl bromides with arylboronic acids in good yields and moderate enantioselectivities (up to 61% ee).

Asymmetric Baeyer-Villiger reaction with hydrogen peroxide catalyzed by a novel planar-chiral bisflavin

The chiral organocatalyst bisflavin 1 catalyzes the asymmetric Baeyer-Villiger reaction of cyclobutanones with H2O2 (see scheme). The corresponding lactones are obtained with up to 74% ee.