219757-68-3

Usage

Uses

Used in Organic Synthesis:
R-2,2'-diMethoxy-3,3'-diphenyl-1,1'-Binaphthalene is utilized as a key building block in organic synthesis for its ability to contribute to the formation of complex molecular structures with specific chiral properties. Its unique stereochemistry allows for the creation of enantiomerically pure compounds, which are essential in various chemical reactions.
Used in Catalysis:
In the field of catalysis, R-2,2'-diMethoxy-3,3'-diphenyl-1,1'-Binaphthalene serves as a chiral ligand, facilitating asymmetric synthesis. This application is crucial for producing enantiomerically enriched products, which are often required in pharmaceuticals and agrochemicals to ensure desired biological activity and minimize side effects.
Used in Pharmaceutical Industry:
R-2,2'-diMethoxy-3,3'-diphenyl-1,1'-Binaphthalene is used as a precursor in the development of pharmaceuticals, given its potential to be incorporated into biologically active compounds. Its chiral nature is particularly valuable in drug discovery, as it can lead to the production of more effective and selective medications.
Used in Agrochemical Industry:
Similarly, in agrochemicals, R-2,2'-diMethoxy-3,3'-diphenyl-1,1'-Binaphthalene is employed for the synthesis of enantiomerically pure pesticides and other agrochemical products. The ability to control the stereochemistry of these compounds can enhance their efficacy and reduce potential environmental impacts.
Used in Materials Science:
R-2,2'-diMethoxy-3,3'-diphenyl-1,1'-Binaphthalene also finds applications in materials science, where its chiral structure and reactivity can be harnessed to develop new materials with specific properties, such as optically active polymers or materials with unique electronic characteristics.

Upstream product

• 591-50-4 iodobenzene 
• 220204-00-2 (R)-2,2’-dimethoxy-1,1’-binaphthyl-3,3’-diyldiboronic acid 
• 100-58-3 phenylmagnesium bromide 
• 394737-28-1 (±)?3,3'?diiodo?2,2'?dimethoxy?1,1'?binaphthalene 
• 75640-87-8 (S)-2,2'-dimethoxy-1,1'-dinaphthyl 
• 75714-60-2 (S)-3-bromo-1-(3-bromo-2-methoxynaphthalen-1-yl)-2-methoxynaphthalene 
• 98-80-6 phenylboronic acid 
• 75685-01-7 2,2'-dimethoxy-1,1'-binaphthyl 
• 108-86-1 bromobenzene 

Downstream Products

• 219757-73-0 C₅₀H₄₂O₈S₂ 
• 342635-16-9 2-[2'-(2-Hydroxy-ethoxy)-3,3'-diphenyl-[1,1']binaphthalenyl-2-yloxy]-ethanol 
• 75640-70-9 3,3'-diphenyl-1,1'-bi-2-naphthol 

Relevant academic research and scientific papers

Synthesis of (±)-3,3′-diphenyl-2,2′-binaphthol via different routes using Pd and Ni as catalyst respectively

3,3′-Biphenyl-2,2′-binaphthols (BINOLs) are precursors of phosphoric acids that are widely used as ligands and catalysts in organic reactions. In this report, two routes for the synthesis of (±)-3,3′-diphenyl BINOLs via (±)-3,3′ bis-halogenated BINOLs int

Enantioselective catalytic conjugate addition of dialkylzinc reagents using copper-phosphoramidite complexes; ligand variation and non-linear effects

A variety of new chiral phosphoramidites was synthesised and tested in the copper-catalysed enantioselective conjugate addition of diethylzinc to cyclohexenone and chalcone in order to assess the structural features that are important for stereocontrol. A

2,2′-Dimethoxy-1,1′-binaphthyl-3,3′-diboronic acid, a versatile intermediate in the synthesis of 3,3′-diaryl substituted binaphthyl derivatives

2,2′-Dimethoxy-1,1′-binaphthyl-3,3′-diboronic acid was prepared in 48% yield from 2,2′-dimethoxy-1,1′-binaphthyl and used as a key intermediate in Suzuki cross-coupling reactions to yield various 2,2′,3,3′-symmetrically substituted binaphthyl derivatives

Synthesis and application of macrocyclic binaphthyl ligands with extended chiral bias

Two macrocyclic and one non-cyclic chiral diphosphine ligand containing a 2,2'-bridged binaphthyl unit were synthesized in six steps from (R)-2,2'- dimethoxy-1,1'-binaphthyl in overall yields of 25 and 17%, respectively. The new ligands showed asymmetric inductions of up to 98% e.e. if used in palladium catalyzed allylic alkylation reactions.