692387

(R)-H₈-BINAP

≥94%

• Synonym(e): R-(+)-2,2′-Bis-(diphenylphospino)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl, [(1R)-5,5′,6,6′,7,7′,8,8′-octahydro-[1,1′-binaphthalin]-2,2′-diyl]-bis-[diphenylphosphin]
• Empirische Formel (Hill-System): C₄₄H₄₀P₂
• CAS-Nummer: 139139-86-9
• Molekulargewicht: 630.74
• MDL-Nummer: MFCD01630795
• UNSPSC-Code: 12352002
• PubChem Substanz-ID: 329761490
• NACRES: NA.22

Eigenschaften

• Assay: ≥94%
• Form: powder
• Optische Aktivität: [α]20/D +74°, c = 0.5 in toluene
• Funktionelle Gruppe: phosphine
• InChI: 1S/C44H40P2/c1-5-19-35(20-6-1)45(36-21-7-2-8-22-36)41-31-29-33-17-13-15-27-39(33)43(41)44-40-28-16-14-18-34(40)30-32-42(44)46(37-23-9-3-10-24-37)38-25-11-4-12-26-38/h1-12,19-26,29-32H,13-18,27-28H2
• InChIKey: ANSOKCGDSQQISA-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

The product is a diphenylphosphinobenzoic acid (DPPBA) based ligand for the palladium-catalyzed asymmetric allylic alkylation with a high degree of enantioselectivity.

Anwendung

Takasago Ligands and Complexes for Asymmetric Reactions

Catalytic ligand used for:

• Enantioselective synthesis of dihydrobenzofurans and dihydronaphthofurans via olefin isomerization/enantioselective intramolecular Alder-ene reaction of enynes catalyzed by Rh
• Preparation of axially chiral biaryl compounds by gold-catalyzed stereoselective intramolecular hydroarylation
• Preparation of chiral 3-alkyl-substituted indolines by tandem condensation-asymmetric hydrogenation of indoles with aldehydes, catalyzed by Bronsted acids and palladium BINAP complexes
• Stereoselective preparation of hydrindanes and decalins containing up to four contiguous stereocenters via rhodium-catalyzed [2+2+2] cycloaddition of ene-allenes with allenes
• Rhodium-catalyzed asymmetric formal olefination or cycloaddition of 1,3-dicarbonyl compounds with 1,6-diynes or 1,6-enynes
• Stereoselective preparation of 2,3-substituted indolines via Pd-catalyzed hydrogenation of (α-hydroxyalkyl)indoles

Rechtliche Hinweise

Sold in collaboration with Takasago for research purposes only.

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H315,H319
• P-Sätze: P302 + P352 - P305 + P351 + P338
• Gefahreneinstufungen: Eye Irrit. 2 - Skin Irrit. 2
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable