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Usage

Uses

Used in Pharmaceutical Industry:
BINAP is employed as a chiral ligand in the synthesis of pharmaceuticals, enabling the production of enantiomerically pure compounds. Its high enantioselectivity ensures that the desired enantiomer is synthesized preferentially, which is crucial for the efficacy and safety of many drugs, as different enantiomers can have different biological activities.
Used in Fine Chemicals Industry:
In the fine chemicals industry, BINAP is used as a chiral ligand for the synthesis of high-quality specialty chemicals with precise stereochemistry. This is vital for the development of fragrances, flavors, dyes, and other high-value products where stereochemistry can significantly impact the properties and performance of the final product.
Used in Materials Science:
BINAP has potential applications in materials science, where its unique structure and properties can contribute to the development of new materials with specific characteristics. This can include the creation of materials with tailored optical, electronic, or mechanical properties for various high-tech applications.
Used in Polymer Chemistry:
BINAP is also studied for its potential use in polymer chemistry, where it can be employed to synthesize polymers with controlled stereochemistry. This can lead to the development of new polymers with improved properties or novel functions, such as enhanced mechanical strength, specific interactions with biological systems, or responsive behavior to environmental stimuli.

Upstream product

• 20191-75-7 1-bromo-2-naphthylamine 
• 115510-90-2 N-(2'-amino-[1,1'-binaphthalen]-2-yl)acetamide 
• 135-19-3 β-naphthol 
• 18741-85-0 (R)-1,1'-binaphthyl-2,2'-diamine 
• 4488-22-6 1,1'-binaphthalene-2,2'-diamine 

Downstream Products

• 402718-81-4 (S)-1,1'-(1,1'-binaphthyl-2,2'-diyl)ferrocene 
• 60536-98-3 2,2'-dimethyl-1,1'-binaphthyl 
• 402718-90-5 2-iodo-2'-methyl-1,1'-binaphthyl 
• 402718-86-9 (C₁₀H₆)2I₂PdP(C₆H₅)2C₅H₄FeC₅H₄P(C₆H₅)2OC₄H₈O 
• 402718-87-0 (C₁₀H₆)2PdI₂P(C₆H₅)2C₅H₄FeC₅H₄P(C₆H₅)2 
• 402718-85-8 (C₁₀H₆)2I^(1-)*I^(1-)*Pd⁽²⁺⁾*P(C₆H₅)2C₅H₄FeC₅H₄P(C₆H₅)2=(C₁₀H₆)2I₂PdP(C₆H₅)2C₅H₄FeC₅H₄P(C₆H₅)2 
• 604-53-5 1,1'-bisnaphthalene 
• 102-54-5 ferrocene 
• 151735-75-0 (C₁₀H₆)2(Fe(C₅H₄)2)2 
• 86632-34-0 2-(hydroxyphenylmethyl)-2'-iodo-1,1'-binaphthyl 
• 19634-89-0 (R)-2,2'-dimethyl-1,1'-binaphthyl 
• 820974-51-4 C₃₄H₂₆O₂ 
• 746-46-3 (R)-1,1'-binaphthyl-2,2'-dicarboxylic acid 
• 741264-28-8 2-[hydroxyl(phenyl)methyl]-1,1'-binaphthyl 

Relevant academic research and scientific papers

Synthesis of New Axially Chiral Iodoarenes

A new family of axially chiral iodoarenes derived from commercially available (R)-1,1′-binaphthyl-2,2′-diamine have been synthesized and employed as catalysts in Kita's enantioselective oxidative spirolactonization of propanoic acid tethered 1-naphthol. Through this study, we explored the relationship between the hypervalent iodoarene geometry and enantioselectivity, contributing to the current understanding of axial-to-central chirality transfer in organoiodine(III) catalysis.

Axially Chiral Bis-Cycloplatinated Binaphthalenes and Octahydro-Binaphthalenes for Efficient Circularly Polarized Phosphorescence in Solution-Processed Organic Light-Emitting Diodes

A new series of axially chiral binuclear Pt(II) complexes with bridging ligands of binaphthalenes and octahydro-binaphthalenes and auxiliary ligands of β-diketones were designed and prepared. These complexes, identified by spectral and electrochemical met

Hexafluoroisopropanol-Enabled Copper-Catalyzed Asymmetric Halogenation of Cyclic Diaryliodoniums for the Synthesis of Axially Chiral 2,2′-Dihalobiaryls

An efficient asymmetric halogenation of cyclic diaryliodonium salts is demonstrated, which gives access to a wide range of axially chiral 2,2′-dihalobiaryls in good to excellent yields and with excellent enantioselectivities. The use of CuX with chiral bisoxazoline ligand and tetrabutylammonium halides in the unique solvent of hexafluoroisopropanol (HFIP) led to the best results in the process. The axially chiral 2,2′-dihalobiaryls can be transformed into a number of enantiopure chiral ligands that could be potentially useful in asymmetric catalysis.

Chiral binaphthalenes bearing two pyridine ligands attached via acetylene spacers. Synthesis and coordination study

An effective methodology has been developed for the synthesis of enantiopure 2,2′-dialkynylated 1,1′-binaphthalene derivatives. Enantiopure 2,2′-diiodo-1,1′-binaphthalene (10) provided 2,2′-diethynyl-1,1′-binaphthalene (16) in the Negishi alkynylation sup

Elaboration of a novel effective approach to enantiopure functionalised 2,2′-dialkyl-1,1′-binaphthyls by stereoconservative cross-couplings at positions 2 and 2′

The yield and the stereochemical outcome of methylations of 1,1 ′-binaphthyl-2,2′-dielectrophiles (ditriflate and diiodide) clearly depend on the reactivity of the organometallics used. It was found that only the Negishi reaction of

Synthesis of Optically Active 2,2'-Dihalo-1,1'-binaphthyls via Stable Diazonium Salts

Optically pure 2,2'-dibromo-1,1'-binaphthyl (DBBN) (5) and optically pure 2,2'-diiodo-1,1'-binaphthyl (DIBN) (6) are synthesized in preparative quantities starting from 2-naphthol.These compounds are useful for the preparation of chiral, bidentate ligands based on the 1,1'-binaphthyl system.The synthesis proceeds through a common optically active precursor, 2,2'-diamino-1,1'-binaphthyl ((R)-(+)-DABN) (2), and involves the preparation and subsequent decomposition of stable diazonium metal complexes (3 and 4).The effects of several variables, including the nature of the metal M, on these reactions is discussed, and comparison to related procedures reported in the literature is made.