Abstract
1,4-diiodooctafluorobutane was found to react with potassium tert-butoxide in dioxane to afford a halogen-bonded adduct as a white precipitate. Single crystal X-ray analysis of the precipitate reveals an extended network held together by strong iodine-oxygen interactions. The oxygen-iodine bond length in the tert-butoxide complex was found to be 2.391(6) Å, much shorter than a previously published and similar complex involving dioxane (2.814(12) Å). To our knowledge, this work represents the first example of a structurally characterized halogen bonding network involving anionic oxygen donor atoms with perfluoroalkyl iodides. The tert-butoxide adduct displays the shortest iodine-oxygen distance and the longest iodine-carbon distance thus far reported for any halogen bonding involving a perfluoroalkyl iodide substrate.
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