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CS-W001157 4
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(S)-(6,6'-Dimethoxybiphenyl-2,2'-diyl)bis(di-2-furylphosphine)

  • CAS No. 145214-59-1

  • Cat. No. CS-0085205
  • Purity≥97%
  • MDL No.None

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

(S)-(6,6'-Dimethoxybiphenyl-2,2'-diyl)bis(di-2-furylphosphine)|CS-0085205

Structure of 145214-59-1

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General Information

  • CAS No. 145214-59-1
  • Cat. No. CS-0085205
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃₀H₂₄O₆P₂
  • Molecular Weight 542.46
  • Synonym(s) (S)-(-)-2,2'-Bis(di-2-furanylphosphino)-6,6'-dimethoxy-1,1'-biphenyl
  • SMILES COC1=CC=CC(P(C2=CC=CO2)C3=CC=CO3)=[C@]1[C@]4=C(OC)C=CC=C4P(C5=CC=CO5)C6=CC=CO6

Description

This chiral phosphine ligand features two di-2-furylphosphine groups attached to a (6,6'-dimethoxybiphenyl) backbone, enabling efficient coordination in palladium-catalyzed cross-coupling reactions. The electron-rich furyl moieties enhance reactivity, while the steric and electronic properties of the dimethoxybiphenyl scaffold improve catalyst stability and selectivity in asymmetric transformations.

Application

(S)-(6,6'-Dimethoxybiphenyl-2,2'-diyl)bis(di-2-furylphosphine) serves as a highly effective chiral ligand in palladium-catalyzed cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. Its rigid biphenyl backbone and ortho-difurylphosphine groups provide strong metal coordination and excellent enantioselectivity in asymmetric transformations. The dimethoxy substituents enhance solubility and stability, while the furan moieties contribute to favorable electronic properties. This ligand is particularly valuable for the synthesis of complex biaryl scaffolds in medicinal chemistry and materials science applications.

Safety Information

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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-P280-P302+P352

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Computational Chemistry Data

  • TPSA   71.02
  • LogP   5.2592
  • H_Acceptors   6
  • H_Donors   0
  • Rotatable_Bonds   9

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