674737

(R)-3,3′-Bis(triphenylsilyl)-1,1′-bi-2-Naphthol

96%

• Synonym(e): (R)-3,3′-Bis(triphenylsilyl)-1,1′-binaphthalin-2,2′-diol
• Empirische Formel (Hill-System): C₅₆H₄₂O₂Si₂
• CAS-Nummer: 111822-69-6
• Molekulargewicht: 803.10
• MDL-Nummer: MFCD09265078
• UNSPSC-Code: 12352005
• PubChem Substanz-ID: 24885234
• NACRES: NA.22

Eigenschaften

• Assay: 96%
• Form: solid
• Optische Aktivität: [α]20/D +114°, c = 1 in chloroform
• mp (Schmelzpunkt): 103-145 °C
• SMILES String: Oc1c(cc2ccccc2c1-c3c(O)c(cc4ccccc34)[Si](c5ccccc5)(c6ccccc6)c7ccccc7)[Si](c8ccccc8)(c9ccccc9)c%10ccccc%10
• InChI: 1S/C56H42O2Si2/c57-55-51(59(43-25-7-1-8-26-43,44-27-9-2-10-28-44)45-29-11-3-12-30-45)39-41-23-19-21-37-49(41)53(55)54-50-38-22-20-24-42(50)40-52(56(54)58)60(46-31-13-4-14-32-46,47-33-15-5-16-34-47)48-35-17-6-18-36-48/h1-40,57-58H
• InChIKey: STBZSRVMGWTCOU-UHFFFAOYSA-N

Beschreibung

Anwendung

Precursor to a chiral Bronsted acid (674745) used to catalyze an enantioselective aza Diels-Alder reaction providing bicyclic lactams. Rare earth metal complexes of this chiral binapthol catalyze an intramolecular hydroamination of amino olefins leading to chiral pyrrolidines.

(R)-3,3′-Bis(triphenylsilyl)-1,1′-bi-2-naphthol reacts with trimethylaluminum to form a chiral organoaluminum reagent, which can catalyze the asymmetric Diels-Alder reaction of cyclopentadiene and methyl acrylate to form the corresponding Diels-Alder adduct.

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable