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301847-89-2

301847-89-2 Structure

301847-89-2 Structure
IdentificationBack Directory
[Name]

(R)-C3-TUNEPHOS
[CAS]

301847-89-2
[Synonyms]

-C3-TunaPhos
(R)-C3-TunaPhos
(S)-C3-TUNEPHOS
(R)-C3-TUNEPHOS
(R)-(6,6'-O-(1,3-PROPYLENE)-OXYLBIPHENYL-2,2'-DIYL)BIS(DIPHENYL)PHOSPHINE
R-(-)-1,13-BIS(DIPHENYLPHOSPHINO)-7,8-DIHYDRO-6H-DIBENZO[F,H][1,5]DIOXONIN
(S)-(+)-1,13-BIS(DIPHENYLPHOSPHINO)-7,8-DIHYDRO-6H-DIBENZO[F,H][1,5]DIOXONIN
R-(-)-1,13-BIS(DIPHENYLPHOSPHINO)-7,8-DIHYDRO-6H-DIBENZO[F,H][1,5]DIOXONIN (R)-C3-TUNEPHOS
R-(-)-1,13-Bis(diphenylphosphino)-7,8-dihydro-6H-dibenzo[f,h][1,5]dioxonin,97%(R)-C3-TUNEPHOS
[Molecular Formula]

C39H32O2P2
[MDL Number]

MFCD06658115
[MOL File]

301847-89-2.mol
[Molecular Weight]

594.62
Chemical PropertiesBack Directory
[Melting point ]

153-161 °C(lit.)
[Boiling point ]

709.9±60.0 °C(Predicted)
[storage temp. ]

Inert atmosphere,Room Temperature
[solubility ]

Chloroform (Slightly), Dichloromethane (Slightly), DMSO (Slightly)
[form ]

Powder
[color ]

white
[Optical Rotation]

[α]20/D -252±5°, c = 1 in chloroform
[Sensitive ]

air sensitive
[InChIKey]

GTIXSUJKFAATAE-UHFFFAOYSA-N
[SMILES]

C12=C(C=CC=C1P(C1=CC=CC=C1)C1=CC=CC=C1)OCCCOC1C=CC=C(P(C3C=CC=CC=3)C3C=CC=CC=3)C2=1
Safety DataBack Directory
[Symbol(GHS) ]

GHS hazard pictograms
GHS07
[Signal word ]

Warning
[Hazard statements ]

H335-H319-H315
[Precautionary statements ]

P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
[WGK Germany ]

3
[Storage Class]

13 - Non Combustible Solids
Questions And AnswerBack Directory
[Reaction]

  1. New generation of chiral biaryl phosphine ligands with tunable dihedral angles. The ability to modify the dihedral angle allows for the fine tuning of the catalyst system and optimization of enantioselectivity.
  2. Ru-C3-TUNEPHOS complexes are used for asymmetric hydrogenation of β-ketoesters , enol acetates , cyclic β-amino acids , α-phthalimide ketones , and α-keto esters .
  3. Rh-catalyzed hydroformylation of cyclopropenes.
Reactions of 301847-89-2
Hazard InformationBack Directory
[Uses]

Chiral Quest Phosphine Ligands for Asymmetric Hydrogenation

Ligand used in:
  • Redox-neutral domino reaction of arylethynylbenzylidenearylpentynones catalyzed by gold catalyst
  • Asymmetric allylic O-alkylation
  • Asymmetric alkylation of racemic secondary phosphines catalyzed by ruthenium chiral diphosphine hydride complexes
  • Stereoselective preparation of cyclopropylcarboxaldehydes via Rh-catalyzed asymmetric hydroformylation of cyclopropenes
  • Rhodium-catalyzed asymmetric hydrogenations
[Uses]

1,1''-[(13aR)-7,8-Dihydro-6H-dibenzo[f,h][1,5]dioxonin-1,13-diyl]bis[1,1-diphenylphosphine] is used in the process of preparation of cyclohexyl ethers via ketal hydrogenation.
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