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

For the first time, the direct C­(sp2)–H functionalization methodology has successfully been applied to cause nucleophilic modification of mono- and diazine-N-oxides with the 1,2-closo-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 o-carborane with Cu­(II) of various architectures have been synthesized.