693049

(R)-T-BINAP

• Sinonimo/i: (R)-(+)-2,2′-Bis(di-p-tolylphosphino)-1,1′-binaphthyl
• Formula empirica (notazione di Hill): C₄₈H₄₀P₂
• Numero CAS: 99646-28-3
• Peso molecolare: 678.78
• Numero MDL: MFCD01311709
• Codice UNSPSC: 12352005
• ID PubChem: 329761557
• NACRES: NA.22

Proprietà

• Stato: solid
• Livello qualitativo: 100
• Attività ottica: [α]20/D +162°, c = 0.5 in benzene
• Impiego in reazioni chimiche: reaction type: Buchwald-Hartwig Cross Coupling Reaction; reaction type: Heck Reaction; reaction type: Hiyama Coupling; reaction type: Negishi Coupling; reaction type: Sonogashira Coupling; reaction type: Stille Coupling; reaction type: Suzuki-Miyaura Coupling; reagent type: ligand; reaction type: Cross Couplings
• Punto di fusione: 254-258 °C
• Gruppo funzionale: phosphine
• Stringa SMILE: Cc1ccc(cc1)P(c2ccc(C)cc2)c3ccc4ccccc4c3-c5c(ccc6ccccc56)P(c7ccc(C)cc7)c8ccc(C)cc8
• InChI: 1S/C48H40P2/c1-33-13-23-39(24-14-33)49(40-25-15-34(2)16-26-40)45-31-21-37-9-5-7-11-43(37)47(45)48-44-12-8-6-10-38(44)22-32-46(48)50(41-27-17-35(3)18-28-41)42-29-19-36(4)20-30-42/h5-32H,1-4H3; IOPQYDKQISFMJI-UHFFFAOYSA-N

Descrizione

Descrizione generale

BINAP is based on a bis naphthalene backbone with different phosphine derivatives. 2,2′-bis(di-p-tolylphosphino)-1,1′-binaphthyl (p-Tol-BINAP)·AgF complex catalyzed asymmetric Mukaiyama-type aldol reaction is reported.

Applicazioni

Takasago Ligands and Complexes for Asymmetric Reactions

(R)-T-BINAP complexes derived from rhodium precursors are used for the asymmetric hydroformylation of vinyl acetate. It may be employed as chiral catalyst for allylation of N-tosyl α-imino esters.

Catalyst involved in studies of the role of excess phosphine ligand in enantioselective conjugate addition of ethylmagnesium bromide and α,β-unsaturated ester

Reactant serving as a precursor for:

• Catalysts used for reductive amination of ketones
• Rh(I)-catalyst for hydrogenation of acetamidoacrylic acid derivatives
• Chiral platinum catalysts for asymmetric Baeyer-Villiger oxidation of cyclic ketones
• CuI-Tol-BINAP catalysts for enantioselective Michael reactions of Grignard reagents to unsaturated esters
• BINAP Pt Dications for cation trapping

Note legali

Sold in collaboration with Takasago for research purposes only.

Informazioni sulla sicurezza

• Codice della classe di stoccaggio: 11 - Combustible Solids
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): Not applicable
• Punto d’infiammabilità (°C): Not applicable