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528814-26-8

528814-26-8 Structure

528814-26-8 Structure
IdentificationBack Directory
[Name]

(1R,1'R,2S,2'S)-DUANPHOS
[CAS]

528814-26-8
[Synonyms]

(1R,1'R,2S,2'S)- 2,2'-bis(1,1-diMethylethyl)-2,2',3,3'-tetrahydro-1,1'-Bi-1H-isophosphindole
(1R,1'R,2S,2'S)-2,2'-Bis(1,1-dimethylethyl)-2,2',3,3'-tetrahydro-1,1'-bi-1H-isophosphindole,99%e.e.
[Molecular Formula]

C24H32P2
[MDL Number]

MFCD07781993
[MOL File]

528814-26-8.mol
[Molecular Weight]

382.465
Chemical PropertiesBack Directory
[Melting point ]

214-246 °C
[alpha ]

+19.5
[Boiling point ]

474.5±45.0 °C(Predicted)
[form ]

crystal
[color ]

white
[optical activity]

[α]20/D +18°, c = 1 in chloroform
[Sensitive ]

air sensitive
[CAS DataBase Reference]

528814-26-8
Safety DataBack Directory
[WGK Germany ]

3
Questions And AnswerBack Directory
[Reactions]

  1. As a highly electron-donating and conformationally rigid ligand, the rhodium complex of DuanPhos has exhibited remarkably high enantioselectivities and reactivities for the hydrogenation of a variety of functionalized olefins.
  2. Rhodium/DUANPHOS catalyst used in the synthesis of 2-trifluoromethyl lactic acid by asymmetric hydroformylation.
Reactions of 528814-26-8
Hazard InformationBack Directory
[Uses]

Chiral Quest Phosphine Ligands for Asymmetric Hydrogenation

Catalytic ligand used for:
  • Stereoselective synthesis of cyano-substituted dihydropyrroles by annulation of cyanoallenes
  • Rhodium-catalyzed intermolecular enantioselective hydroacylation of alkynes to give alpha- and beta-substituted unsaturated ketones by kinetic resolution
  • Stereoselective preparation of β-amino nitriles via rhodium-catalyzed asymmetric hydrogenation of amino acrylonitriles
  • Stereoselective preparation of anti-1,3-amino alcohols via rhodium-catalyzed asymmetric hydrogenation of β-ketoenamide intermediates
  • Stereoselective preparation of acetylaminoindane via rhodium-catalyzed asymmetric hydrogenation of acetylaminoindene
[General Description]

(1R,1′R,2S,2′S)-DuanPhos is an electron-rich chiral phosphine ligand mainly for transition metal catalyzed asymmetric hydrogenation.
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