676403

(R,R)-(–)-2,3-Bis(tert-butylmethylphosphino)quinoxaline

≥95%

• Sinonimo/i: (R) QuinoxP^®
• Formula empirica (notazione di Hill): C₁₈H₂₈N₂P₂
• Numero CAS: 866081-62-1
• Peso molecolare: 334.38
• Numero MDL: MFCD10565649
• Codice UNSPSC: 12352005
• ID PubChem: 24884852
• NACRES: NA.22

Proprietà

• Livello qualitativo: 100
• Saggio: ≥95%
• Forma fisica: solid
• Punto di fusione: 100-104 °C
• Gruppo funzionale: phosphine
• Stringa SMILE: CP(c1nc2ccccc2nc1P(C)C(C)(C)C)C(C)(C)C
• InChI: 1S/C18H28N2P2/c1-17(2,3)21(7)15-16(22(8)18(4,5)6)20-14-12-10-9-11-13(14)19-15/h9-12H,1-8H3/t21-,22-/m0/s1; DRZBLHZZDMCPGX-VXKWHMMOSA-N

Descrizione

Descrizione generale

(R,R)-(-)-2,3-Bis(tert-butylmethylphosphino)quinoxaline is an air-stable C₂-symmetric P-stereogenic phosphine ligand.

Applicazioni

Air-Stable and Highly Efficient Chiral Ligands

Efficient ligand exhibiting high levels of enantiocontrol in synthetic transformations ranging from metal-catalyzed 1,4-addition of arylboronic acids to alkylative ring opening to asymmetric hydrogenation.

Caratteristiche e vantaggi

Advantages of the QuinoxP* Ligands:

• It is not oxidized nor epimerized at ambient conditions in air
• Enantioselectivities are outstanding for various reaction paradigms
• Hydrogenations proceed under mild reaction conditions
• Low catalyst loadings yield high TONs

Citazione

Fang P and Hou XL. "Asymmetric Copper-Catalyzed Propargylic Substitution Reaction of Propargylic Acetates with Enamines." Organic letters 11.20 (2009): 4612-4615.

Imamoto T, et al. "Highly enantioselective hydrosilylation of simple ketones catalyzed by rhodium complexes of P-chiral diphosphine ligands bearing tert-butylmethylphosphino groups." Tetrahedron: Asymmetry 17(4) (2006): 560-565.

Yahav-Levi A, et al. "Aryl-bromide reductive elimination from an isolated Pt (IV) complex." Chemical Communications 46(19) (2010): 3324-3326.

Note legali

QuinoxP is a registered trademark of Nippon Chemical Industry Co., Ltd.

Informazioni sulla sicurezza

• Pittogrammi: GHS06
• Avvertenze: Danger
• Indicazioni di pericolo: H301,H315,H319,H335,H413
• Consigli di prudenza: P273 - P301 + P310 + P330 - P302 + P352 - P305 + P351 + P338
• Classi di pericolo: Acute Tox. 3 Oral - Aquatic Chronic 4 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Organi bersaglio: Respiratory system
• Codice della classe di stoccaggio: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): Not applicable
• Punto d’infiammabilità (°C): Not applicable
• Dispositivi di protezione individuale: dust mask type N95 (US), Eyeshields, Faceshields, Gloves