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Updated: Feb 5, 2026

Author Spotlight: Functionalizing Metal-Organic Frameworks: Advancements, Challenges, and the Power of Post-Synthetic Ligand Exchange
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Hypervalent Iodine Compounds with Tetrazole Ligands.

Rajesh Kumar1, Avichal Vaish1, Tomče Runčevski1

  • 1Department of Chemistry , Southern Methodist University , Dallas , Texas 75275 , United States.

The Journal of Organic Chemistry
|September 18, 2018
PubMed
Summary

New hypervalent iodine compounds featuring tetrazole ligands were synthesized and found to be strong oxidants. These novel reagents are effective for iodotetrazolylation and tetrazole group transfer reactions.

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Area of Science:

  • Synthetic inorganic chemistry
  • Organometallic chemistry
  • Materials science

Background:

  • Hypervalent iodine compounds are versatile reagents in organic synthesis.
  • Tetrazoles are nitrogen-rich heterocycles with diverse applications.
  • The combination of hypervalent iodine and tetrazoles offers potential for novel reactivity.

Purpose of the Study:

  • To synthesize and characterize novel hypervalent iodine compounds with tetrazole ligands.
  • To investigate the structural, thermal, and electrochemical properties of these compounds.
  • To evaluate their utility as reagents in organic transformations.

Main Methods:

  • Synthesis of PhI(N4CR)2 compounds from PhI(O2CCF3)2 or PhICl2 with tetrazole potassium salts.
  • Alternative synthesis using PhIO and free tetrazoles, yielding oligomeric compounds.
  • Characterization by X-ray diffraction, cyclic voltammetry, and spectroscopic methods.
  • Thermal stability assessment through heating experiments.

Main Results:

  • Successful synthesis of hypervalent iodine compounds with two I-N bonds and 5-substituted tetrazole ligands.
  • Isolation of stable compounds at room temperature, exhibiting explosive behavior at elevated temperatures.
  • Crystal structure determination of an oligomeric compound revealing a unique backbone.
  • Demonstration of strong oxidizing properties and utility in iodotetrazolylation and tetrazole transfer reactions.

Conclusions:

  • Novel hypervalent iodine-tetrazole compounds were synthesized and characterized.
  • These compounds exhibit unique structural features and significant oxidizing potential.
  • They serve as effective reagents for specific synthetic transformations, expanding the scope of hypervalent iodine chemistry.