199180-98-8

Basic information

• Product Name: (1R,2R)-N,N'-dibenzylidene-1,2-diaminocyclohexane
• Synonyms: (1R,2R)-N,N'-dibenzylidene-1,2-diaminocyclohexane
• CAS NO: 199180-98-8
• Molecular Weight: 290.408
• Mol File: 199180-98-8.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: (1R,2R)-N,N'-dibenzylidene-1,2-diaminocyclohexane(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2R)-N,N'-dibenzylidene-1,2-diaminocyclohexane(199180-98-8)
• EPA Substance Registry System: (1R,2R)-N,N'-dibenzylidene-1,2-diaminocyclohexane(199180-98-8)

Safety Data

• Hazardous Substances Data: 199180-98-8(Hazardous Substances Data)

Usage

Description

(1R,2R)-N,N'-dibenzylidene-1,2-diaminocyclohexane, also known as JACDA, is a chiral cyclic diamine compound commonly used as a ligand in organic chemistry. It is composed of two benzylidene groups attached to a cyclohexane ring, and is known for its ability to coordinate with metal ions and form stable complexes.

Uses

Used in Asymmetric Catalysis:
(1R,2R)-N,N'-dibenzylidene-1,2-diaminocyclohexane is used as a chiral ligand for [asymmetric hydrogenation and cross-coupling reactions] because of its ability to coordinate with metal ions and form stable complexes, leading to high selectivity and efficiency in catalytic reactions.
Used in Organic Synthesis:
(1R,2R)-N,N'-dibenzylidene-1,2-diaminocyclohexane is used as a chiral ligand for [various organic synthesis processes] due to its high selectivity and efficiency in catalytic reactions, making it a valuable tool in the development of enantioselective synthetic methods.

Upstream product

• 100-52-7 benzaldehyde 
• 32044-22-7 (R,R)-1,2-diaminocyclohexane tartrate 
• 20439-47-8 (1R,2R)-1,2-diaminocyclohexane 

Downstream Products

• 849819-90-5 (+)-(R,R)-N,N,N',N'-tetrabenzyl-1,2-diaminocyclohexane 
• 496924-12-0 (1R,2R)-N,N'-dibenzoyl-N,N'-dibenzyldiaminocyclohexane 
• 65838-10-0 (1R,2R)-N,N'-dibenzylcyclohexane-1,2-diamine 
• 169532-34-7 2,3-diphenyldecahydroquinoxaline 

Relevant articles and documents

Catalytic, enantioselective allylation of α-iminoesters promoted by silver(I) complexes of chiral imines

The catalytic enantioselective addition of allyltributylstannane to N-protected α-iminoesters promoted by silver(I) trifluoromethanesulfonate in the presence of chiral imine ligands was studied. After testing several chiral imines derived from 1,2-diamino

An easy and clean synthesis of chiral 3,4-diaryl-2,5-diazabicyclo[4.4.0]decanes by reductive intramolecular coupling of chiral diimines

A clean and efficient reductive intramolecular coupling of diimines prepared from (1R,2R)-cyclohexanediamine gave chiral 2,3-diarylpiperazines.

Versatile supramolecular copper(II) Complexes for Henry and Aza-Henry reactions

Chiral supramolecular metal-organic frameworks assembled from copper complexes catalyse Henry and aza-Henry reactions of aromatic and aliphatic aldehydes and N-protected aromatic imines in high yield and good to excellent enantioselectivity. Reactions can

One catalyst for two distinct reactions: Sequential asymmetric hetero Diels-Alder reaction and diethylzinc addition

This paper describes the successful development of a series of chiral zinc catalysts containing (R)-3,3′-Br2-BINOL ligand and various diimine activators for enantioselective HDA reaction of Danishefsky's diene with aldehydes through a combinato