174758-63-5

Basic information

• Product Name: (1R,2R)-N,N′-Bis[2-(diphenylphosphino)benzyl]cyclohexane-1,2-diamine
• Synonyms: (1R,2R)-N,N′-Bis[2-(diphenylphosphino)benzyl]cyclohexane-1,2-diamine;(1R,2R)-N,N-Bis[2-(diphenylphosphino)benzyl]cyclohexane-1,2-diamine, min. 97%;R,R-N,N'-bis[[2-(diphenylphosphino) phenyl]Methyl]-1,2-CyclohexanediaMine;(1R,2R)-N1,N2-Bis(2-(diphenylphosphino)-benzyl)cyclohexane-1,2-diamine;(R,R)-N,N'-Bis[2-(diphenylphosphino)benzyl]cyclohexane-1,2-diamine;N,N'-Bis[o-(diphenylphosphino)benzyl]-1R,2R-diaminocyclohexane;(1R,2R)-N,N'-Bis[[2-(diphenylphosphino)phenyl]methyl]-1,2-cyclohexanediamine;(1R,2R)-N,N'-Bis[[2-(diphenylphosphino)phenyl]methyl]- 1,2-cyclohexanediamine,99%e.e.
• CAS NO: 174758-63-5
• Molecular Formula: C₄₄H₄₄N₂P₂
• Molecular Weight: 662.781082
• Product Categories: Chiral Phosphine
• Mol File: 174758-63-5.mol

Chemical Properties

• Melting Point: >300°C
• Boiling Point: 749.8±60.0 °C(Predicted)
• Appearance: yellow/solid
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 9.75±0.40(Predicted)
• Sensitive: air sensitive
• CAS DataBase Reference: (1R,2R)-N,N′-Bis[2-(diphenylphosphino)benzyl]cyclohexane-1,2-diamine(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2R)-N,N′-Bis[2-(diphenylphosphino)benzyl]cyclohexane-1,2-diamine(174758-63-5)
• EPA Substance Registry System: (1R,2R)-N,N′-Bis[2-(diphenylphosphino)benzyl]cyclohexane-1,2-diamine(174758-63-5)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 174758-63-5(Hazardous Substances Data)

Usage

Uses

Used in Chemical Research:
(1R,2R)-N,N′-Bis[2-(diphenylphosphino)benzyl]cyclohexane-1,2-diamine is used as a ligand in coordination chemistry for its ability to interact with metals, which is crucial in the development of catalysts, light-emitting diodes, and organic synthesis processes.
Used in Catalysts:
In the field of catalysis, (1R,2R)-N,N′-Bis[2-(diphenylphosphino)benzyl]cyclohexane-1,2-diamine is employed as a ligand to form metal complexes that can enhance the rate of chemical reactions, making it an essential component in various industrial processes.
Used in Light-Emitting Diodes (LEDs):
(1R,2R)-N,N′-Bis[2-(diphenylphosphino)benzyl]cyclohexane-1,2-diamine is utilized in the development of light-emitting diodes due to its coordination chemistry properties, contributing to the efficiency and performance of these devices.
Used in Organic Synthesis:
In organic synthesis, (1R,2R)-N,N′-Bis[2-(diphenylphosphino)benzyl]cyclohexane-1,2-diamine is used as a ligand to facilitate the formation of complex organic molecules, playing a significant role in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.

Upstream product

• 50777-76-9 (2-formylphenyl)(diphenyl)phosphine 
• 20439-47-8 (1R,2R)-1,2-diaminocyclohexane 
• 174677-82-8 (1E,1'E)-N,N'-((1R,2R)-cyclohexane-1,2-diyl)bis(1-(2-(diphenylphosphaneyl)phenyl)methanimine) 

Relevant articles and documents

New chiral cationic rhodium-aminophosphine complexes for asymmetric transfer hydrogenation of aromatic ketones

The new chiral ligands (S,S)-N,N′-bis[o-(diphenylphosphino)benzylidene]1,2-diiminocyclohexane, [(S,S)-1] and (S,S)-N,N′-bis[o-diphenylphosphino]benzyl-1,2-diaminocyclohexane, [(S,S)-2] have been prepared. The interaction of [(S,S)-1] and [(S,S)-2] with [Rh(COD)Cl]2 afforded the corresponding cationic rhodium complexes [(S,S)-3][X] and [(S,S)-4][X] (X=PF6-, BF4- or ClO4-), respectively. [(S,S)-1], [(S,S)-2], [(S,S)-3][X] and [(S,S)-4][X] have been fully characterized by elemental analyses and spectroscopic methods. These chiral cationic rhodium complexes serve as catalytst precursors for the asymmetric transfer hydrogenation of acetophenone derivatives in 2-propanol and [(S,S)-4][PF6] acts as an excellent catalyst in the reduction of m-chloroacetophenone, giving the corresponding optical alcohols in 99% yield and up to 94% ee.