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Updated: May 17, 2026

Chemoselective Preparation of 1-Iodoalkynes, 1,2-Diiodoalkenes, and 1,1,2-Triiodoalkenes Based on the Oxidative Iodination of Terminal Alkynes
Published on: September 12, 2018
X-(Diiodoarsanyl)benzoic acid (X = 3 and 4)
Igor Yu Ilyin1, Nikolay A Pushkarevsky, Natalia V Kuratieva
1Nikolaev Institute of Inorganic Chemistry, Siberian Branch of the Russian Academy of Sciences, Akademician Lavrentiev prospekt 3, Novosibirsk, 630090, Russian Federation. ilyin@niic.nsc.ru
Two benzoic acid derivatives with diiodoarsanyl groups form hydrogen-bonded dimers. Their crystal structures differ based on the isomer, influencing arsenic atom interactions and molecular packing in solid states.
Area of Science:
- Organometallic Chemistry
- Crystal Engineering
- Supramolecular Chemistry
Background:
- Benzoic acid derivatives are versatile ligands in coordination chemistry.
- Organoarsenic compounds exhibit diverse structural and electronic properties.
- Hydrogen bonding plays a crucial role in directing crystal packing.
Purpose of the Study:
- To synthesize and characterize two isomers of diiodoarsanylbenzoic acid.
- To investigate the impact of isomerism on molecular crystal structures.
- To analyze the intermolecular interactions and packing motifs.
Main Methods:
- Single-crystal X-ray diffraction was used to determine the crystal structures.
- Analysis of intermolecular contacts, including hydrogen bonds and As-arene/As-I interactions.
- Comparison of structural features between the para and meta isomers.
Main Results:
- Both 4-(diiodoarsanyl)benzoic acid (para) and 3-(diiodoarsanyl)benzoic acid (meta) form hydrogen-bonded dimers.
- The para isomer exhibits a layered structure with As-arene contacts.
- The meta isomer forms distinct blocks with As-I contacts, featuring a higher degree of structural complexity (Z'=3).
Conclusions:
- The relative position of the diiodoarsanyl group significantly influences crystal packing.
- Intermolecular interactions, such as hydrogen bonding and specific arsenic contacts, dictate the observed structural differences.
- This study highlights the importance of isomerism in designing and understanding organoarsenic crystal structures.
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