Basic information Reaction Safety Supplier Related

(R)-(+)-5,5'-Bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole,min.98%(R)-DM-SEGPHOS

Basic information Reaction Safety Supplier Related

(R)-(+)-5,5'-Bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole,min.98%(R)-DM-SEGPHOS Basic information

Product Name:
(R)-(+)-5,5'-Bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole,min.98%(R)-DM-SEGPHOS
Synonyms:
  • (R)-(+)-5,5'-Bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole,min.98%(R)-DM-SEGPHOS
  • (R)-DM-SEGPHOS(R)
  • (R)-(+)-DM-SEGPHOS(regR)
  • (R)-(+)-DM-SEGPHOS®
  • (R)-(+)-5,5'-Bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole, min. 98% (R)-(+)-DM-SEGPHOS(R)
  • 1,1'-[(4R)-[4,4'-Bi-1,3-benzodioxole]-5,5'-diyl]bis[1,1-bis(3,5-dimethylphenyl)phosphine]
  • (R)-DM-SEGPHOS
  • (R)-(+)-5,5'-Bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole
CAS:
850253-53-1
MF:
C46H44O4P2
MW:
722.8
Mol File:
850253-53-1.mol
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(R)-(+)-5,5'-Bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole,min.98%(R)-DM-SEGPHOS Chemical Properties

Melting point:
256-261 °C
Boiling point:
816.9±65.0 °C(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
form 
Powder
color 
off white to pale yellow
optical activity
[α]20/D +60, c = 0.1 in chloroform
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Safety Information

WGK Germany 
3
HS Code 
2932.99.7000
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(R)-(+)-5,5'-Bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole,min.98%(R)-DM-SEGPHOS Usage And Synthesis

Reaction

  1. Biaryl bisphosphine ligand with narrow dihedral angle. The DM-SEGPHOS ligand, as the ruthenium complex, gives superior enantioselectivity and diastereoselectivity in the asymmetric hydrogenation of α-substituted-β-ketoesters.
  2. Copper catalyzed enantioselective [3 + 2] cycloaddition as a route to γ–amino ketones and 3-pyrrolidinones.
  3. Palladium catalyzed enantioselective addition of malonates to dihydroisoquinolines.
  4. Ruthenium catalyzed enantioselective synthesis of β amino acids by hydrogenation.
  5. Ruthenium catalyzed asymmetric hydrogenation of 3-quinuclidinone. See 44-0098 for Ru catalyst.
  6. Diastereoand enantioselective ruthenium-catalyzed hydrohydroxyalkylation of 2-silyl-butadienes.
  7. Asymmetric [2+2+2] cycloaddition.
  8. Linear selective C-H activation.

Uses

Takasago Ligands and Complexes for Asymmetric Reactions

(R)-(+)-5,5'-Bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole,min.98%(R)-DM-SEGPHOSSupplier

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