Remote Substituents as Potential Control Elements for the Solid-State Structures of Hypervalent Iodine(III) Compounds
Guobi Li1, Arnold L Rheingold2, John D Protasiewicz1
1Department of Chemistry, Case Western Reserve University, Cleveland, Ohio 44106, United States.
Abstract:
Hypervalent iodine (HVI) compounds are very important selective oxidants often employed in organic syntheses. Most HVI compounds are strongly associated in the solid state involving interactions between the electropositive iodine centers and nearby electron lone pairs of electronegative atoms. This study examines the impact of remote substituents on select families of HVI compounds as means to achieve predictable two-dimensional extended solid-state materials. Crystallographic analyses of 10 HVI compounds from several related classes of λ3 organoiodine(III) compounds, (diacetoxyiodo)benzenes, (dibenzoatoiodo)benzenes, [bis(trifluoroacetoxy)iodo]benzenes, and μ-oxo-[(carboxylateiodo)benzenes], provide insights into how remote substituents and the choice of carboxylate groups can impact intermolecular interactions in the solid state.
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