Related Experiment Video
Updated: Jan 12, 2026

Construction and Systematical Symmetric Studies of a Series of Supramolecular Clusters with Binary or Ternary Ammonium Triphenylacetates
Published on: February 15, 2016
Strategic Synthesis and Supramolecular Organization of Arylenebis(aryliodonium) Salts
Elizaveta V Knyazeva1, Natalia S Soldatova1, Pavel A Abramov1,2
1Research School of Chemistry and Applied Biomedical Sciences, Tomsk Polytechnic University, Tomsk 634034, Russian Federation.
Abstract:
A comprehensive synthetic toolkit was developed for the preparation of arylenebis(aryliodonium) salts from diiodoarenes via m-CPBA oxidation. The methodology offers versatile approaches that can be adapted based on the solubility of reaction intermediates, enabling either one-pot or two-stage synthesis pathways. Four distinct synthetic methods were established, accommodating a wide range of arenes and diiodoarenes, including sterically hindered and electron-deficient substrates. The resulting bis(iodonium) salts were isolated in good to excellent yields (up to 99%). X-ray crystallographic analysis of these compounds revealed intriguing supramolecular organization in the solid state, with the formation of 1D chains through halogen bonding interactions. These self-assembled architectures demonstrate the potential of bis(iodonium) cations as valuable building blocks for applications in crystal engineering.
Related Concept Videos
Nucleophilic Aromatic Substitution of Aryldiazonium Salts: Aromatic SN1
In the Sandmeyer reaction, for example, the diazonio group is replaced by a chloro, bromo,...
Aryldiazonium Salts to Azo Dyes: Diazo Coupling
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions
Diazonium Group Substitution: –OH and –H
Structural Isomerism
Isomers are different chemical species that have the same chemical formula. Structural isomerism of coordination compounds can be divided into two subcategories, the linkage isomers and coordination-sphere isomers.
Linkage isomers occur when the coordination compound contains a ligand that can bind to the transition metal center through two different atoms. For example, the CN− ligand can bind through the carbon atom or through the nitrogen atom. Similarly, SCN− can...
Valence Bond Theory

