676403

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

≥95%

• Synonyme(s) : (R) QuinoxP^®
• Formule empirique (notation de Hill): C₁₈H₂₈N₂P₂
• Numéro CAS: 866081-62-1
• Poids moléculaire : 334.38
• Numéro MDL: MFCD10565649
• Code UNSPSC : 12352005
• ID de substance PubChem : 24884852
• Nomenclature NACRES : NA.22

Propriétés

• Niveau de qualité: 100
• Pureté: ≥95%
• Forme: solid
• Pf: 100-104 °C
• Groupe fonctionnel: phosphine
• Chaîne SMILES: 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
• Clé InChI: DRZBLHZZDMCPGX-VXKWHMMOSA-N

Description

Description générale

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

Application

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.

Caractéristiques et avantages

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

Formule chimique

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.

Informations légales

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

Informations sur la sécurité

• Pictogrammes: GHS06
• Mention d'avertissement: Danger
• Mentions de danger: H301,H315,H319,H335,H413
• Conseils de prudence: P273 - P301 + P310 + P330 - P302 + P352 - P305 + P351 + P338
• Classification des risques: Acute Tox. 3 Oral - Aquatic Chronic 4 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Organes cibles: Respiratory system
• Code de la classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Faceshields, Gloves