Iodocubane is a chemical compound in which one hydrogen atom in the cubane molecule is replaced by iodine.
Synthesis Iodocubane can be prepared from cubane-1,4-dicarboxylic acid via at least two routes. The first route proceeds via esterification to the monomethyl ester, decarboxylative iodination to methyl 4-iodocubane-1-carboxylate using phenyliodine(III) diacetate, followed by hydrolysis and Barton decarboxylation. The second route proceeds via decarboxylative iodination to 1,4-diiodocubane, followed by monodeiodination via metal–halogen exchange with ethylmagnesium bromide, transmetallation with n-butyllithium, and acid hydrolysis.
Use Iodocubane is employed in the synthesis of other monosubstituted cubanes.
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