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3,8-Bis[3,5-bis(trifluoromethyl)phenyl]-1,10-phenanthroline

  • CAS No. 1228032-35-6

  • Cat. No. CS-0088160
  • Purity≥97%
  • MDL No.None

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

3,8-Bis[3,5-bis(trifluoromethyl)phenyl]-1,10-phenanthroline|CS-0088160

Structure of 1228032-35-6

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General Information

  • CAS No. 1228032-35-6
  • Cat. No. CS-0088160
  • 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 C₂₈H₁₂F₁₂N₂
  • Molecular Weight 604.39
  • Synonym(s) 3,8-Bis[{3,5-bis(trifluoromethyl)}phenyl]-1,10-phenanthroline
  • SMILES FC(F)(F)C1=CC(C(F)(F)F)=CC(C(C=N2)=CC3=C2C(N=CC(C4=CC(C(F)(F)F)=CC(C(F)(F)F)=C4)=C5)=C5C=C3)=C1

Description

This 3,8-bis[3,5-bis(trifluoromethyl)phenyl]-1,10-phenanthroline features a sterically shielded, electron-deficient ligand framework with enhanced stability and strong metal-chelating capacity. The trifluoromethyl groups confer high hydrophobicity and resistance to oxidation, enabling robust coordination in catalytic systems. This phenanthroline derivative delivers exceptional performance in transition-metal complexes under demanding reaction conditions.

Application

3,8-Bis[3,5-bis(trifluoromethyl)phenyl]-1,10-phenanthroline serves as a sterically hindered, electron-deficient bidentate ligand that facilitates transition metal catalysis in cross-coupling and oxidation reactions. Its perfluorinated aryl substituents enhance oxidative stability and promote π-stacking interactions in coordination complexes, enabling efficient catalyst turnover in Pd- and Cu-mediated transformations. The ligand exhibits excellent bench stability and simplifies purification due to high solubility in common organic solvents.

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-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   25.78
  • LogP   10.1922
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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