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CS-W001157 4
Total: USD 88.00

4,6-Bis(diphenylphosphino)dibenzofuran

  • CAS No. 133850-81-4

  • Cat. No. CS-0087462
  • Purity≥97%
  • MDL No.None

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

4,6-Bis(diphenylphosphino)dibenzofuran|CS-0087462

Structure of 133850-81-4

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General Information

  • CAS No. 133850-81-4
  • Cat. No. CS-0087462
  • 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 C₃₆H₂₆OP₂
  • Molecular Weight 536.54
  • Synonym(s) 4,6-Heptadienoicacid,(E)
  • SMILES C1(P(C2=CC=CC3=C2OC4=C3C=CC=C4P(C5=CC=CC=C5)C6=CC=CC=C6)C7=CC=CC=C7)=CC=CC=C1

Description

4,6-Bis(diphenylphosphino)dibenzofuran is a sterically hindered, electron-rich phosphine ligand featuring two diphenylphosphino groups at the 4 and 6 positions of a dibenzofuran core. This rigid, planar architecture enhances metal coordination stability and promotes efficient catalytic turnover in palladium- and nickel-catalyzed cross-coupling reactions. The ligand exhibits excellent thermal and air stability under standard handling conditions, enabling robust performance in demanding synthetic workflows.

Application

4,6-Bis(diphenylphosphino)dibenzofuran serves as a highly effective, bench-stable ligand in palladium-catalyzed cross-coupling reactions. Its rigid dibenzofuran backbone enhances electron density and steric control at the phosphine centers, enabling efficient coupling of challenging substrates such as aryl chlorides and heteroaryl halides. The ligand demonstrates broad functional group tolerance and facilitates catalyst turnover in Suzuki, Stille, and Negishi reactions, making it a reliable choice for complex molecule synthesis and process-scale 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-H413
Precautionary Statements : P261-P273-P501

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Computational Chemistry Data

  • TPSA   13.14
  • LogP   7.1024
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   6

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