Heterocyclic and Open-Chain Carboranes via Transition-Metal-Free C–H Functionalization of Mono- and Diazine‑<i>N</i>‑oxides

For the first time, the direct C­(sp²)–H functionalization methodology has successfully been applied to cause nucleophilic modification of mono- and diazine-<i>N</i>-oxides with the 1,2-<i>closo</i>-carborane moiety. As a result of these cross-coupling reactions uncatalyzed by transition metals, a series of novel C-modified heterocyclic and open-chain (vinyl acetylene) carboranes have been obtained. Complexes of phenanthrolinyl-substituted <i>o</i>-carborane with Cu­(II) of various architectures have been synthesized