Synthesis and Functionalization of Isomeric Sesquihomodiamantenes.

- and -sesquihomodiamantenes (SDs) were prepared and structurally characterized. -SD and parent sesquihomoadamantene were CH-bond functionalized by utilizing a phase-transfer protocol. The density functional theory-computed ionization potentials of unsaturated diamondoid dimers correlate well with the experimental oxidation potentials obtained from cyclic voltammetry.