698407

1,2-Bis[(2S,5S)-2,5-diethylphospholano]benzene(1,5-cyclooctadiene)rhodium(I)trifluoromethanesulfonate

• Synonyme(s) : (S,S)-Et-DUPHOS-Rh
• Formule empirique (notation de Hill): C₃₁H₄₈F₃O₃P₂RhS
• Numéro CAS: 142184-30-3
• Poids moléculaire : 722.62
• Numéro MDL: MFCD00269861
• Code UNSPSC : 12352005
• ID de substance PubChem : 329761251
• Nomenclature NACRES : NA.22

Propriétés

• Forme: powder
• Chaîne SMILES: [Rh+].[O-]S(=O)(=O)C(F)(F)F.C1CC=CCCC=C1.CC[C@H]2CC[C@H](CC)P2c3ccccc3P4[C@@H](CC)CC[C@@H]4CC
• InChI: 1S/C22H36P2.C8H12.CHF3O3S.Rh/c1-5-17-13-14-18(6-2)23(17)21-11-9-10-12-22(21)24-19(7-3)15-16-20(24)8-4;1-2-4-6-8-7-5-3-1;2-1(3,4)8(5,6)7;/h9-12,17-20H,5-8,13-16H2,1-4H3;1-2,7-8H,3-6H2;(H,5,6,7);/q;;;+1/p-1/b;2-1-,8-7-;;/t17-,18-,19-,20-;;;/m0.../s1
• Clé InChI: HZLILTNLWVOBFS-ZCTOJWETSA-M

Description

Description générale

1,2-Bis[(2S,5S)-2,5-diethylphospholano]benzene(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate is an electron-rich C₂ symmetric bis(phospholane) ligand for enantioselective catalytic reactions.[1]

Application

DuPhos and BPE Ligands: Highly Efficient Privileged Ligands

Catalyst involved in:

• Oxidation of the δ-position via ruthenium catalysis
• Stereoselective hydrogenation reactions of dehydroamino acid esters and macrocyclic peptideomimetics
• Synthesis of cyclopeptide alkaloid mucronine E, fluoro-containing amino acids, and labeled protease inhibitors

(S,S)-Et-DUPHOS-Rh may be used as an efficient catalyst in the synthesis of (S)-2-quinolylalanine via asymmetric hydrogenation.[2]

Informations légales

Sold in collaboration with Kanata Chemical Technologies Inc. for research purposes only. These compounds were made and sold under license from E.I. du Pont de Nemours and Company, which license does not include the right to use the compounds in producing products for sale in the pharmaceutical field.

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H315,H319,H335
• Conseils de prudence: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Classification des risques: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Organes cibles: Respiratory system
• Code de la classe de stockage: 11 - Combustible Solids
• 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, Gloves