61601-94-3

Usage

Uses

Used in Organic Chemistry:
1,1'-BI(2,3-NAPHTHODIOL) is used as a ligand for enhancing the efficiency and selectivity of various organic reactions. Its unique structure and chirality contribute to its effectiveness in this application.
Used in Catalysis:
In the field of catalysis, 1,1'-BI(2,3-NAPHTHODIOL) is employed as a ligand to improve the performance of catalysts, promoting more selective and efficient catalytic processes.
Used in Asymmetric Synthesis:
1,1'-BI(2,3-NAPHTHODIOL) is utilized as a chiral ligand in asymmetric synthesis, enabling the production of enantiomerically pure compounds, which are crucial in pharmaceuticals and agrochemicals.
Used in Liquid Crystals:
As a chiral dopant for liquid crystals, 1,1'-BI(2,3-NAPHTHODIOL) is used to induce chirality in liquid crystal systems, which can lead to novel properties and applications in display and sensing technologies.
Despite these potential applications, there is limited information available about the specific properties and uses of 1,1'-BI(2,3-NAPHTHODIOL), necessitating further research to fully explore its potential and effects.

Upstream product

• 92-44-4 2,3-naphthalenediol 
• 957111-27-2 2,2'-dihydroxy-1,1'-binaphthyl-3,3'-diboronic acid 
• 74292-20-9 (S)-2,2'-bis(methoxymethoxy)-1,1'-binaphthyl 
• 18531-99-2 (S)-[1,1']-binaphthalenyl-2,2'-diol 
• 287111-93-7 3,3'-diiodo-[1,1'-binaphthalene]-2,2'-diol 
• 223903-31-9 3,3'-bis(benzyloxy)-1,1'-binaphthalene-2,2'-diol 

Relevant academic research and scientific papers

Photoswitching of dextro/levo rotation with axially chiral binaphthyls linked to an azobenzene

(Figure Presented) To examine the reversible photoisomerization and subsequent change of asymmetric field, we synthesized optically active 3,3′-disubstituted-1,1′-binaphthyls with an azobenzene moiety. Reflecting the structural change, the specific rotati

Intense excimer CPL of pyrenes linked to a quaternaphthyl

(R,R,R)-Quaternaphthyls possessing eight and six pyrenes (compounds 4 and 3) displayed intense excimer-CPL. The glum values in solution and in the solid state were +0.034-0.037 and +0.0053-0.0056, respectively. The glum values of 3 and 4 were indistinguishable, indicating that the pyrenes of 3 and 4 assumed the same conformation, even in excited states. The intense CPL was caused by conformationally rigid pyrenes arranged via the cumulative steric effects along the quaternaphthyl axis.

The Interrupted Pummerer Reaction in a Sulfoxide-Catalyzed Oxidative Coupling of 2-Naphthols

A benzothiophene S-oxide catalyst, generated in situ by sulfur oxidation with H2O2, mediates the oxidative coupling of 2-naphthols. Key to the catalytic process is the capture and inversion of reactivity of a 2-naphthol partner, using an interrupted Pummerer reaction of an unusual benzothiophene S-oxide, followed by subsequent coupling with a second partner. The new catalytic manifold has been showcased in the synthesis of the bioactive natural products, (±)-nigerone and (±)-isonigerone. Although Pummerer reactions are used widely, their application in catalysis is rare, and our approach represents a new catalytic manifold for metal-free C?C bond formation.

Solvent-controlled selective synthesis of biphenols and quinones: Via oxidative coupling of phenols

A regioselective synthesis of unsymmetrical and symmetrical biphenols and binaphthols via oxidative coupling of phenols or naphthols in the presence of K2S2O8 in CF3COOH under ambient conditions is described. Interestingly, the 1:1 ratio of H2O and CH3CN solvent mixtures at 80 °C instead of CF3COOH provided substituted unsymmetrical quinones. A gram-scale synthesis of biphenols and binaphthols was demonstrated.

(S)-BINOL-based boronic ester fluorescence sensors for enantioselective recognition of α-phenylethylamine and phenylglycinol

Four chiral fluorescence sensors (S)-L1-4 incorporating boronic ester and (S)-1,1′-bi-2-naphthol (BINOL) moieties were synthesized and developed for the enantioselective recognition of α-phenylethylamine and phenylglycinol enantiomers. The sensor (S)-L1 s

LADDER POLYMERS WITH INTRINSIC MICROPOROSITY AND PROCESS FOR PRODUCTION THEREOF

A polymer of formula (I): where: n is an integer from 10 to 5,000; m is an integer from 10 to 5,000; Ar1 and Ar3 are the same or different and are residues derived from a tetra-hydroxy aromatic monomer, the tetra-hydroxy aromatic monomer being wherein R i

Polymers of intrinsic microporosity with dinaphthyl and thianthrene segments

Novel intrinsically microporous homopolymers and copolymers derived from PIM-1 monomers (5,5,6,6-tetrahydroxy-3,3,3,3-tetramethylspirobisindane and 2,3,5,6-tetrafluoroterephthalonitrile) with two additional monomers- tetrahydroxydinaphthyl and tetrafluorotetraoxide thianthrene-are reported as potential materials for membrane-based gas separations. The resulting copolymers prevent efficient space packing of the stiff polymer chains and consequently exhibit analogous behavior to that of PIM-1, the most widely reported polymer in this class of materials. In addition, the copolymerization provides high molecular weight copolymers and low polydispersity if the polymerization reactions were conducted at elevated temperature for an extended period of time. Detailed structural characterization of the new monomers and polymers was determined by 1H and 19F nuclear magnetic resonance spectroscopy (NMR). The thermal properties were detected by differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA). Polymer free volume was calculated from the polymer density and specific van der Waals volume. Under the same testing conditions, the homopolymer containing thianthrene units and most of the analogous copolymers have an excellent combination of properties with good film-forming characteristics. The gas transport properties show higher selectivity for gas pairs such as O 2/N2, CO2/N2, and H 2/N2 with a corresponding decrease in permeability compared to PIM-1. This work also demonstrates that significant improvements in properties may be obtained through copolymers of intrinsic microporosity (CoPIM)s. Furthermore, this work extends the spectrum of high molecular weight soluble PIMs beyond those reported previously.

Synthesis of phenol, aromatic ether, and benzofuran derivatives by copper-catalyzed hydroxylation of aryl halides

A smooth operator: The copper-catalyzed synthesis of phenols from aryl halides was carried out under relatively mild reaction conditions. Alkyl aryl ethers and benzofurans could also be prepared smoothly by one-pot domino protocols based on hydroxylation of aryl iodides (see scheme).

TLC plates as a convenient platform for solvent-free reactions

Solvent-free oxidative couplings of naphthols have been optimized by co-spotting catalysts and substrates directly on silica TLC plates and heating, followed by chromatography, staining, and qualitative visualization. The Royal Society of Chemistry.