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CS-W001157 4
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(Oxybis(2,1-phenylene))bis(dicyclohexylphosphine)

  • CAS No. 434336-16-0

  • Cat. No. CS-W013804
  • Purity≥97%
  • MDL No.MFCD03058784

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

(Oxybis(2,1-phenylene))bis(dicyclohexylphosphine)|CS-W013804

Structure of 434336-16-0

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General Information

  • CAS No. 434336-16-0
  • Cat. No. CS-W013804
  • Purity ≥97%
  • MDL No. MFCD03058784
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃₆H₅₂OP₂
  • Molecular Weight 562.75
  • Synonym(s) Phosphine, (oxydi-2,1-phenylene)bis[dicyclohexyl-
  • SMILES C1(P(C2CCCCC2)C3CCCCC3)=CC=CC=C1OC4=CC=CC=C4P(C5CCCCC5)C6CCCCC6

Description

This diphosphine ligand features two dicyclohexylphosphine units linked by an oxybis(phenylene) bridge, delivering enhanced steric bulk and electron-donating capacity. It enables robust coordination in palladium- and nickel-catalyzed cross-coupling reactions under standard conditions. The ether linkage contributes to solubility and stability in organic media.

Application

(Oxybis(2,1-phenylene))bis(dicyclohexylphosphine) serves as a robust, bench-stable ligand in palladium-catalyzed cross-coupling reactions. Its rigid bisphosphine architecture enhances metal coordination stability, enabling efficient Suzuki-Miyaura and Negishi couplings with excellent functional group tolerance. The dicyclohexylphosphine moieties offer enhanced steric bulk and solubility, facilitating purification and scalability in synthetic workflows.

Synthesis

  • Route1
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      101-84-8
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      16523-54-9
    • ~57%
    • In-stock
      (Oxybis(2,1-phenylene))bis(dicyclohexylphosphine)|CS-W013804
      434336-16-0

    References

    • Veits; Mutsenek; Neganova; Beletskaya Russian Journal of Organic Chemistry, 2001 , vol. 37, # 11 p. 1583 - 1586

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+H312+H332-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   9.23
  • LogP   11.0241
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   8

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