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Updated: Jun 1, 2026

Chemoselective Preparation of 1-Iodoalkynes, 1,2-Diiodoalkenes, and 1,1,2-Triiodoalkenes Based on the Oxidative Iodination of Terminal Alkynes

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(E)-1-Methyl-2-styrylpyridinium iodide.

Hoong-Kun Fun, Kullapa Chanawanno, Suchada Chantrapromma

Acta Crystallographica. Section E, Structure Reports Online

|May 18, 2011

Summary

This summary is machine-generated.

This study details the crystal structure of a pyridinium iodide compound. It reveals E-configuration, twisted rings, and specific π-π stacking interactions, forming ladder-like ribbons.

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Area of Science:

Crystal chemistry
Organic chemistry
Supramolecular chemistry

Background:

Understanding the solid-state behavior of organic salts is crucial.
Pyridinium compounds exhibit diverse structural motifs and intermolecular interactions.
Iodide anions can participate in various non-covalent interactions.

Purpose of the Study:

To elucidate the crystal structure and intermolecular interactions of a specific pyridinium iodide salt.
To investigate the packing arrangement and bonding in the solid state.
To characterize the role of π-π stacking and C-H···I interactions.

Main Methods:

Single-crystal X-ray diffraction analysis was employed.
The crystal structure was solved and refined.
Intermolecular distances and angles were analyzed to identify interactions.

Main Results:

The cation adopts an E configuration with a slight twist between pyridinium and phenyl rings (inter-planar angle 4.8°).
Cations form anti-parallel stacks along the a axis via π-π interactions (centroid-centroid distance 3.542 Å).
Iodide ions are situated between cations, linked by C-H···I interactions, forming ladder-like ribbons.

Conclusions:

The crystal structure is stabilized by a combination of π-π stacking and C-H···I interactions.
The observed packing arrangement leads to the formation of extended ladder-like supramolecular architectures.
This study provides insights into the solid-state assembly of organic salt systems.