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CS-W001157 4
Total: USD 88.00

1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene

  • CAS No. 147253-67-6

  • Cat. No. CS-0098994
  • Purity≥97%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene|CS-0098994

Structure of 147253-67-6

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General Information

  • CAS No. 147253-67-6
  • Cat. No. CS-0098994
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₈H₂₈P₂
  • Molecular Weight 306.36
  • Synonym(s) Methyl-duphos, (R,R)-
  • SMILES C[C@@H](P1C2=CC=CC=C2P3[C@@H](CC[C@H]3C)C)CC[C@H]1C

Description

This chiral diphosphine ligand features two (2R,5R)-2,5-dimethylphospholano groups tethered by a benzene bridge, delivering high stereocontrol in asymmetric catalysis. The sterically shielded phosphorus centers enhance catalyst stability and selectivity in transition-metal-catalyzed transformations.

Application

1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene serves as a robust, bench-stable chiral ligand enabling highly selective transition-metal-catalyzed transformations. Its rigid, sterically demanding phospholano framework enhances enantioselectivity in palladium- and nickel-catalyzed cross-couplings, offering improved functional group tolerance and reproducible yields in asymmetric synthesis workflows.

Synthesis

  • Route1
    • null|null
      1380079-15-1
    • ~95%
    • In-stock
      1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene|CS-0098994
      147253-67-6

    References

    • Li, Yuehui; Das, Shoubhik; Zhou, Shaolin; Junge, Kathrin; Beller, Matthias Journal of the American Chemical Society, 2012 , vol. 134, # 23 p. 9727 - 9732
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 115, # 22 p. 10125 - 10138
  • Route3
    • null|null
      80510-04-9
    • null|null
      136779-29-8
    • ~%
    • In-stock
      1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene|CS-0098994
      147253-67-6

    References

    • Journal of the American Chemical Society, , vol. 113, # 22 p. 8518 - 8519

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   5.0426
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   2

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