18531-92-5

Usage

Uses

Used in Pharmaceutical Industry:
(aR)-2,2'-Dihydroxy-1,1'-binaphthalene-3,3'-dicarboxylic acid is used as a chiral ligand for [application type] in asymmetric catalysis for [application reason] the synthesis of chiral pharmaceuticals and fine chemicals. Its stereochemistry makes it suitable for use in enantioselective reactions, where it can influence the outcome of chemical reactions to favor the production of a specific stereoisomer, which is crucial for the development of effective and safe medications.
Used in Materials Science:
(aR)-2,2'-Dihydroxy-1,1'-binaphthalene-3,3'-dicarboxylic acid is used as a key component in [application type] the development of advanced materials for [application reason] its unique structure and properties that can contribute to the creation of novel materials with specific characteristics, such as improved stability, reactivity, or selectivity.
Used in Organic Electronics:
(aR)-2,2'-Dihydroxy-1,1'-binaphthalene-3,3'-dicarboxylic acid is used as a building block in [application type] the design and synthesis of organic electronic devices for [application reason] its potential to enhance the performance of these devices by providing improved charge transport, stability, or other desired properties.

Upstream product

• 92-70-6 3-Hydroxy-2-naphthoic acid 
• 35216-65-0 dimethyl 2,2'-dimethoxy-1,1'-naphthalene-3,3'-dicarboxylate 
• 883-99-8 3-hydroxy-2-naphthoic acid methyl ester 
• 47644-69-9 dimethyl 2,2'-dihydroxy-1,1'-binaphthalene-3,3'-dicarboxylate 
• 18531-92-5 2,2'-dihydroxy-1,1'-binaphthalene-3,3'-dicarboxylic acid 
• 74292-20-9 (S)-2,2'-bis(methoxymethoxy)-1,1'-binaphthyl 
• 18531-99-2 (S)-[1,1']-binaphthalenyl-2,2'-diol 
• 124-38-9 carbon dioxide 
• 18531-94-7 (R)-1,1'-Bi-2-naphthol 
• 602-09-5 1,1'-bi-2-naphthol 
• 173831-50-0 rac-2,2'-bis-(methoxymethoxy)-1,1'-binaphthalene 
• 497106-69-1 (S)-1-(3-hydroxy-2-naphthylcarbonyl)pyrrolidine-2-carboxylic acid methyl ester 
• 1734-00-5 3-hydroxy-2-naphthoyl chloride 

Downstream Products

• 191-28-6 perixanthenoxanthene 
• 47644-69-9 dimethyl 2,2'-dihydroxy-1,1'-binaphthalene-3,3'-dicarboxylate 
• 217327-65-6 2,2'-Bis-benzyloxy-[1,1']binaphthalenyl-3,3'-dicarboxylic acid dibenzyl ester 
• 18531-92-5 (S)-2,2'-dihydroxy-[1,1'-binaphthalene]-3,3'-dicarboxylic acid 

Relevant academic research and scientific papers

Properties of a binaphthyl-bridged porphyrin - Iron complex bearing hydroxy groups inside its cavity

Hydrogen-bond formation with the terminal oxygen atom is considered to be the basis of dioxygen molecule activation by cytochrome P450. In order to verify the effect of this hydrogen bond, we have undertaken the synthesis of a model complex: a binaphthyl-

Control of the helical chirality in octahedral complexes by a chiral macrobicyclic cavity possessing six convergent hydroxyl groups

The (aR,aR,aR) and (aS,aS,aS) enantiomers of a chiral macrobicyclic ligand with a bicapped tris(binaphthol) structure were synthesized. Complexation of gallium(III), chromium(III) and iron(III) centres in the chiral cavities of these two ligands yielded exclusively one octahedral configuration in each case: the (aR,aR,aR) enantiomer gave a A complex and the (aS,aS,aS) enantiomer a Δ complex. These assignments were established by CD spectroscopy for chromium and iron centres and by molecular modelling.

Axially chiral catenanes and π-electron-deficient receptors

The design of a new class of chiral [2]catenanes is reported. The self-assembly of [2]catenanes comprising one or two 3,3'-biotyl spacers in the π-electron-deficient component, and bis-p-phenylene-34-crown-10 (BPP34C10) as the π-electron-rich component, i

Design and synthesis of two-dimensional pillared MOF layers by connecting infinite one-dimensional chains via 4,4′-bipyridine

Two novel metal-organic frameworks, [Cd(Bna)(DMF)2(H 2O)2] n · nDMF (I) (Bna = 2,2′-dihydroxy-l,l′-dinaphthyl-3,3′-dicarboxylate) and [Cd(Bna)(Bipy)(DMF)2] n (II) (Bipy = 4,4′- bipyridine) have been synthesized under mild conditions and structurally characterized. Crystal structural analyses reveal that complex I adots a 1D spiral structure with DMF guest molecules in the spiral by hydrogen bondings. Complex II is constructed by -Cd-Bna-Cd- zigzag chains, which are further connected by Bipy into a 2D sheet. X-ray powder diffraction and thermogravimetric analyses for I and II show that they are highly themally stable in the solid state.

PROCESS FOR POLYMERIZING BETA-BUTYROLACTONE

A process for polymerizing β-butyrolactone is disclosed comprising contacting racemic β-butyrolactone or an enantiomer thereof with a catalyst/initiator system which comprises a rare earth metal, a chiral ligand, at least one nucleophilic ligand, optional

Resolution of (±)-2,2′-dihydroxy-1,1′-binaphthyl-3,3′-dicarboxylic acid using (1R,2R)-trans-cyclohexane-1,2-diamine

A simple and efficient method has been developed to resolve (±)-2,2′-dihydroxy-1,1′-binaphthyl-3,3′-dicarboxylic acid [(±)-BINOL-3,3′-dicarboxylic acid] (±)-1 using inexpensive and readily accessible chiral resolving agent (1R,2R)-trans-cyclohexane-1,2-diamine 2. Enantiomers of BINOL-3,3′-dicarboxylic acid were obtained in good yields and enantiomeric purity, for example, (S)-(-)-1 was isolated in 34% yield with >99% ee and (R)-(+)-1 was obtained in 36% yield with >99% ee. The formation of diastereomeric salt A between (S)-BINOL-3,3′-dicarboxylic acid and (1R,2R)-trans-cyclohexane-1,2-diamine was ascertained by using IR, single crystal X-ray crystallography, and HRMS.

Asymmetric opening of styrene oxide with p-toluidine catalyzed by BINOL polyols and their lithium complexes

Opening of racemic styrene oxide with p-toluidine catalyzed by chiral BINOL-derived polyols proceeded regioselectively mainly with the formation of 2-phenyl-2-(p-tolylamino)- ethanol with low ee values.

SYNTHETIC METHOD OF ENANTIOMERICALLY PURE 2,2'-DIHYDROXY-1,1'-BINAPHTHYL-3-CARBOXYLIC ACID

The present invention relates to a method for preparing enantiomerically pure compounds 1a and 1b of the following formula 1 from racemic compound 1 of the following formula 1. [formula 1] The compounds 1a and 1b of the above formula 1 respectively are im

Chiral discrimination of α-amino acids with a C2-symmetric homoditopic receptor

Chiral discrimination of α-amino acids has been realized by a C 2-symmetric homoditopic receptor, which is based on a binaphthyl chiral skeleton with 2,2′diisopropoxy substituents and a common binding side arm, (o-carboxamido)-trifluoroacetophe

Direct asymmetric aldol reaction catalyzed by C2-Symmetrical chiral primary amine organocatalysts

Three novel C2-symmetrical chiral primary amines were synthesized from chiral BINOL and diamines. Then their catalytic activities in the asymmetric aldol reactions were evaluated, and the result indicated that 1c was the optimal organocatalyst.