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4'-(4-Fluorophenyl)-2,2':6',2''-terpyridine

  • CAS No. 209901-86-0

  • Cat. No. CS-0160983
  • Purity≥98%
  • MDL No.MFCD06796986

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

4'-(4-Fluorophenyl)-2,2':6',2''-terpyridine|CS-0160983

Structure of 209901-86-0

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General Information

  • CAS No. 209901-86-0
  • Cat. No. CS-0160983
  • Purity ≥98%
  • MDL No. MFCD06796986
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₁H₁₄FN₃
  • Molecular Weight 327.36
  • Synonym(s) 4-(4-Fluorophenyl)-2,6-dipyridin-2-ylpyridine
  • SMILES FC1=CC=C(C=C1)C2=CC(=NC(=C2)C3=NC=CC=C3)C4=NC=CC=C4

Description

4'-(4-Fluorophenyl)-2,2':6',2''-terpyridine is a fluorinated terpyridine derivative featuring a para-fluorophenyl group conjugated to the central pyridine ring. This electron-deficient ligand integrates robust metal-chelating sites with enhanced solubility and stability under standard conditions. The fluorophenyl moiety improves electronic tuning and facilitates coordination in transition metal complexes for catalysis and materials applications.

Application

4'-(4-Fluorophenyl)-2,2':6',2''-terpyridine serves as a versatile ligand scaffold in transition metal catalysis, enabling efficient coordination to late-stage metals such as Pd, Pt, and Ru. Its fluorinated aryl extension enhances electron-withdrawing character and improves solubility in organic media. The terpyridine core provides three nitrogen donor sites for robust chelation, facilitating catalyst design in cross-coupling and homogeneous catalysis. Bench-stable and readily purified by column chromatography, it functions effectively in standard synthetic workflows requiring modular ligand systems.

Synthesis

  • Route1
    • 1-(Pyridin-2-yl)ethanone  Imatinib Impurity|CS-0167014
      1122-62-9
    • p-Fluorobenzenecarboxaldehyde Atorvastatin calcium|CS-0214005
      459-57-4
    • ~92%
    • In-stock
      4'-(4-Fluorophenyl)-2,2':6',2''-terpyridine|CS-0160983
      209901-86-0

    References

    • Tu, Shujiang; Jia, Runhong; Jiang, Bo; Zhang, Junyong; Zhang, Yan; Yao, Changsheng; Ji, Shunjun Tetrahedron, 2007 , vol. 63, # 2 p. 381 - 388

Safety Information

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Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

  • TPSA   38.67
  • LogP   5.0117
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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