Remote Substituents as Potential Control Elements for the Solid-State Structures of Hypervalent Iodine(III)
Guobi Li1, Arnold L Rheingold2, John D Protasiewicz1
1Department of Chemistry, Case Western Reserve University, Cleveland, Ohio 44106, United States.
This study explores how substituents on hypervalent iodine (HVI) compounds influence their solid-state structures. Understanding these interactions allows for the predictable design of novel two-dimensional materials using HVI chemistry.
Area of Science:
- Organic Chemistry
- Solid-State Chemistry
- Materials Science
Background:
- Hypervalent iodine (HVI) compounds are versatile oxidants in organic synthesis.
- HVI compounds exhibit strong intermolecular interactions in the solid state.
- Controlling solid-state packing is crucial for designing functional materials.
Purpose of the Study:
- To investigate the effect of remote substituents on the solid-state structures of HVI compounds.
- To explore the potential for designing predictable two-dimensional extended solid-state materials.
- To understand how substituent choice influences intermolecular interactions.
Main Methods:
- Crystallographic analysis of ten selected HVI compounds.
- Examination of (diacetoxyiodo)benzenes, (dibenzoatoiodo)benzenes, [bis(trifluoroacetoxy)iodo]benzenes, and μ-oxo-[(carboxylateiodo)benzenes].
- Analysis of intermolecular interactions, including iodine-lone pair interactions.
Main Results:
- Remote substituents significantly impact the solid-state assembly of HVI compounds.
- The choice of carboxylate groups influences the nature and strength of intermolecular interactions.
- Specific substituent patterns lead to predictable two-dimensional extended structures.
Conclusions:
- Remote substituents offer a powerful tool for controlling the solid-state architecture of HVI compounds.
- This work provides a foundation for the rational design of novel HVI-based solid-state materials.
- Understanding substituent effects is key to harnessing HVI compounds for advanced material applications.
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