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(R)-2,2'-Bis(di-p-tolylphosphino)-4,4',6,6'-tetramethoxy)-1,1'-biphenyl

  • CAS No. 1365531-81-2

  • Cat. No. CS-0108700
  • Purity≥98%
  • MDL No.MFCD19443623

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

(R)-2,2'-Bis(di-p-tolylphosphino)-4,4',6,6'-tetramethoxy)-1,1'-biphenyl|CS-0108700

Structure of 1365531-81-2

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General Information

  • CAS No. 1365531-81-2
  • Cat. No. CS-0108700
  • Purity ≥98%
  • MDL No. MFCD19443623
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄₄H₄₄O₄P₂
  • Molecular Weight 698.77
  • Synonym(s) (4,4',6,6'-Tetramethoxy-2,2'-biphenyldiyl)bis[bis(4-methylphenyl)phosphine]
  • SMILES CC(C=C1)=CC=C1P(C2=CC=C(C)C=C2)C3=C(C4=C(OC)C=C(OC)C=C4P(C5=CC=C(C)C=C5)C6=CC=C(C)C=C6)C(OC)=CC(OC)=C3

Description

(R)-2,2'-Bis(di-p-tolylphosphino)-4,4',6,6'-tetramethoxy-1,1'-biphenyl is a sterically hindered, electron-rich phosphine ligand designed for palladium-catalyzed cross-coupling reactions. The tetramethoxy substitution enhances solubility and stability under reaction conditions, while the chiral biphenyl backbone provides precise control over stereochemistry in asymmetric transformations. This ligand integrates seamlessly into catalytic systems requiring robust performance and high selectivity.

Application

(R)-2,2'-Bis(di-p-tolylphosphino)-4,4',6,6'-tetramethoxy-1,1'-biphenyl serves as a highly functional, bench-stable ligand in palladium-catalyzed cross-coupling reactions. Its electron-rich phosphine centers enable efficient formation of C–C and C–heteroatom bonds under mild conditions. The tetramethoxy substitution enhances solubility and stability, while the steric bulk supports high selectivity in Suzuki-Miyaura and Negishi couplings. Ideal for complex molecule assembly in medicinal chemistry and materials synthesis.

Safety Information

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Computational Chemistry Data

  • TPSA   36.92
  • LogP   8.13808
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   11

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