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Documenti

693030

Sigma-Aldrich

(S)-T-BINAP

Sinonimo/i:

(S)-(−)-2,2′-p-tolyl-phosphino)-1,1′-binaphthyl

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About This Item

Formula empirica (notazione di Hill):
C48H40P2
Numero CAS:
100165-88-6
Peso molecolare:
678.78
Numero MDL:
MFCD01311709
Codice UNSPSC:
12352005
ID PubChem:
329761556
NACRES:
NA.22

Forma fisica

solid

Attività ottica

[α]20/D -156°, c = 0.5 in benzene

Punto di fusione

250-255 °C

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

Categorie correlate

Applicazioni

Takasago Ligands and Complexes for Asymmetric Reactions
(S)-T-BINAP reacts with silver nitrate to form (S)-Tol-BINAP·AgNO3, which can catalyze the enantioselective allylation reaction of aldehydes to form enantiopure secondary alcohols. It may be used as a chiral ligand in the palladium catalyzed asymmetric double carbohydroamination of iodoarenes to form α-aminoamides. It can also catalyze the asymmetric N-allylation reaction of ortho-tert-butylanilide derivatives with diallyl carbonate to form chiral N-allyl ortho-tert-butylanilides.

Note legali

Sold in collaboration with Takasago for research purposes only.

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

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

Certificati d'analisi (COA)

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(S)-H8-BINAP technical grade

Sigma-Aldrich

693014

(S)-H8-BINAP

(R)-SEGPHOS ≥94%

Sigma-Aldrich

692395

(R)-SEGPHOS

(+)-1,2-Bis((2S,5S)-2,5-diphenylphospholano)ethane kanata purity

Sigma-Aldrich

667854

(+)-1,2-Bis((2S,5S)-2,5-diphenylphospholano)ethane

Asymmetric synthesis of a-aminoamides by Pd-catalyzed double carbohydroamination.
Nanayakkara P and Alper H.
Chemical Communications (Cambridge, England), 18, 2384-2385 (2003)
An enantioselective Baylis?Hillman reaction catalyzed by chiral phosphines under atmospheric pressure
Hayase, Tadakatsu, et al.
Chemical Communications (Cambridge, England), 12, 1271-1272 (1998)
New palladium (II)-catalyzed asymmetric 1, 2-dibromo synthesis
El-Qisairi, Arab K., et al.
Organic Letters, 5.4, 439-441 (2003)
Highly Efficient Copper (I) Iodide?Tolyl?BINAP?Catalyzed Asymmetric Conjugate Addition of Methylmagnesium Bromide to ?, ??Unsaturated Esters
Wang, Shun?Yi, et al.
Advanced Synthesis & Catalysis, 350.5, 673-677 (2008)
A novel direct catalytic asymmetric synthesis of cyclic indole derivatives by intramolecular carbopalladation of allenes and subsequent intramolecular amination
Hiroi, Kunio, et al.
Tetrahedron Asymmetry, 13.13, 1351-1353 (2002)
Visualizza tutti i documenti correlati

Articoli

BINAP/SEGPHOS® Ligands and Complexes

We present an article concerning BINAP/SEGPHOS® Ligands and Complexes.

Takasago Ligands

Hydrogenation, Asymmetric Catalysis, Binap, SEGPHOS®, Aldol reaction, Alkenylation, Arylation, Mannich reaction, Fluorination, Michael addition, Hydrosilylation, Cycloaddition, Takasago

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