74974-15-5

Usage

Uses

Used in Pharmaceutical Industry:
(S)-(-)-2,2'-BIS[(DIPHENYLPHOSPHINO)AMINO]-1,1'-BINAPHTHYL is used as a reducing agent or catalyst for various chemical reactions, particularly in the synthesis of pharmaceutical compounds. Its enantioselective properties make it a valuable tool in the production of single-enantiomer drugs, which are essential for ensuring the desired therapeutic effects and minimizing potential side effects.
Used in Chemical Research:
In the field of chemical research, (S)-(-)-2,2'-BIS[(DIPHENYLPHOSPHINO)AMINO]-1,1'-BINAPHTHYL is employed as a catalyst to facilitate specific reactions, such as asymmetric synthesis. Its unique structure and reactivity contribute to the development of new chemical processes and the discovery of novel compounds with potential applications in various industries.
Used in Material Science:
(S)-(-)-2,2'-BIS[(DIPHENYLPHOSPHINO)AMINO]-1,1'-BINAPHTHYL may also find applications in material science, where its properties can be harnessed to develop new materials with specific characteristics. For instance, its stereoselectivity could be utilized in the synthesis of chiral materials with unique optical, electronic, or mechanical properties.

Upstream product

• 18741-85-0 (R)-1,1'-binaphthyl-2,2'-diamine 
• 1079-66-9 chloro-diphenylphosphine 
• 18531-95-8 (S)-2,2'-diamino-1,1'-binaphthalene 
• 4488-22-6 1,1'-binaphthalene-2,2'-diamine 

Downstream Products

• 1174130-96-1 [Rh(COD)((R)-(+)-2,2'-bis(diphenylphosphinoamino)-1,1'-binaphthyl)]BF₄ 
• 134532-03-9 2-amino-2’-hydroxy-1,1’-binaphthyl 

Relevant academic research and scientific papers

Effects of π-Electron Systems on Optical Activity of Au11 Clusters Protected by Chiral Diphosphines

We systematically examined the effects of π-electron systems on the chiroptical activity of atomically precise gold clusters [Au11(DP)4L2]+, where DP and L represent chiral diphosphines and achiral anionic ligands, respectively. Reducing the distance between the π-electron systems of the chiral DP and the Au11 core enhanced the anisotropy factor of [Au11(DP)4L2]+ in the range of 300–450 nm while extension of the π-electron system of the achiral L did not. This tendency supports our previous proposal that the proximity of the chiral π-electron system to the gold core amplifies the optical activity.

Calcium catalyzed enantioselective intramolecular alkene hydroamination with chiralC2-symmetric bis-amide ligands

The chiral building block (R)-(+)-2,2′-diamino-1,1′-binaphthyl, (R)-BINAM, which is often used as backbone in privileged enantioselective catalysts, was converted to a series ofN-substituted proligandsR1-H2(R = CH2tBu, C(H

Synthesis of Binam-P Derived C2-Symmetric bis-Iminophosphonamide Ligands. Molecular Structure of [(R)-Binam(Ph2PN(H)tBu)2]

The Staudinger reaction of organic azides tBuN3, 1-Ad-N3, and DippN3 (Dipp = 2,6-diisopropylphenyl) with (R)-N,N′-bis(diphenylphosphanyl)-2,2′-diamino-1,1′-binaphthyl [(R)-Binam-P], obtained by an optimized procedure from (R)-(+)-Binam, Ph2PCl, and Et3N in DCM, leads to preparation of a series of new C2-symmetric bis-iminophosphonamide ligands [(R)-Binam(Ph2PN(H)R)2] [R = tBu (1), Ad (2), and Dipp (3)]. The molecular structure of 1·2DMSO was confirmed by X-ray structure analysis.

Synthesis of chiral titanium-containing phosphinoamide ligands for enantioselective heterobimetallic catalysis

The synthesis of six chiral titanium-containing phosphinoamide ligands is discussed. These ligands assemble chiral heterobimetallic Pd–Ti complexes, enable enantioselective intramolecular allylic aminations with hindered amine nucleophiles and achieve sel

Application of phosphinous amide ligands in palladium complex-catalyzed asymmetric allylic alkylation: Influence of steric effects on enantioselectivity

Phosphinous amide ligands 1-4 derived from 2,2′-diamino-1,1′- binaphthyl (BINAM) and 2,2′-diamino-5,5′,6,6′,7,7′,8, 8′-octahydro-1,1′-binaphthyl (H8-BINAM) have been prepared and applied in palladium complex-catalyzed asymmetric allylic alkylat

AXIALLY DISSYMMETRIC bis(AMINOPHOSPHINE)S DERIVED FROM 2,2 prime -DIAMINO-1,1 prime -BINAPHTHYL. SYNTHESIS AND APPLICATION TO RHODIUM(I)-CATALYZED ASYMMETRIC HYDROGENATIONS.

Axially dissymmetric bisphosphine ligands, (R)- and (S)-2,2 prime -bis(diphenylphosphinoamino)-1,1 prime -binaphthyl (BDPAB) and (R)-2,2 prime -bis left bracket N-(diphenylphosphino)methylamino right bracket -1,1 prime -binaphthyl (Me-BDPAB) were conveniently prepared from 2,2 prime -diamino-1,1 prime -binaphthyl. The rhodium(I)-catalyzed asymmetric hydrogenation of alpha -acylamidoacrylic acids and esters gave the corresponding amino acids of up to 95% optical purity. The sign of the centro-chirality of the product amino acids was always the same to that of axial chirality of the ligand in both cases of BDPAB and Me-BDPAB.

ASYMMETRIC HYDROGENATION OF α-ACYLAMINOACRYLIC ACIDS AND ESTERS WITH AXIALLY DISSYMMETRIC BISAMINOPHOSPHINE-RHODIUM COMPLEXES

From easily resolved 2,2'-diamino-1,1'-binaphthyl were prepared axially dissymmetric bisphosphine ligands, (R)- and (S)-2,2'-bis(diphenylphosphinamino)-1,1'-binaphthyl; the rhodium-catalyzed asymmetric hydrogenation of α-acylaminoacrylic acids and esters gave the corresponding amino acids of up to 95percent optical purity.