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CS-W001157 4
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(S)-(6,6'-Dimethoxybiphenyl-2,2'-diyl)bis{bis[3,5-diisopropyl-4-(dimethylamino)phenyl]phosphine}

  • CAS No. 919338-66-2

  • Cat. No. CS-0086854
  • 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{bis[3,5-diisopropyl-4-(dimethylamino)phenyl]phosphine}|CS-0086854

Structure of 919338-66-2

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General Information

  • CAS No. 919338-66-2
  • Cat. No. CS-0086854
  • 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 C₇₀H₁₀₀N₄O₂P₂
  • Molecular Weight 1091.52
  • Synonym(s) (S)-(+)-2,2'-Bis[di(3,5-di-i-propyl-4-dimethylaminophenyl)phosphino]-6,6'-dimethoxy-1,1'-biphenyl
  • SMILES COC1=CC=CC([P]C2=CC(C(C)C)=C(N(C)C)C(C(C)C)=C2)=C1C3=C(OC)C=CC=C3[P]C4=CC(C(C)C)=C(N(C)C)C(C(C)C)=C4

Description

This chiral bisphosphine ligand features two electron-rich, sterically shielded phosphorus centers flanked by dimethoxybiphenyl backbones, enabling robust coordination to transition metals in asymmetric catalysis. The bulky diisopropyl and dimethylamino substituents enhance solubility and prevent catalyst deactivation, while the (S)-configuration ensures high enantioselectivity in cross-coupling and hydrogenation reactions under standard conditions.

Application

(S)-(6,6'-Dimethoxybiphenyl-2,2'-diyl)bis{bis[3,5-diisopropyl-4-(dimethylamino)phenyl]phosphine} is a sterically demanding, chiral bisphosphine ligand that enables high-selectivity palladium-catalyzed cross-coupling reactions. Its electron-rich dimethylamino groups and bulky diisopropyl substituents enhance catalyst stability and turnover in Suzuki-Miyaura and Negishi couplings. The ligand exhibits excellent bench stability, facilitates efficient metal loading reduction, and supports the formation of complex biaryl scaffolds with minimal byproduct formation.

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   24.94
  • LogP   9.255
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   13

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