Anodic Oxidation of 18 Halogenated and/or Methylated Derivatives of CB11H12.

Anodic oxidation of [CB11H12]- and 18 of its halogenated and/or methylated derivatives was examined. Reversible oxidation was found for four of the anions in liquid SO2 and for four more in 1,1,1,3,3,3-hexafluoroisopropyl alcohol. The oxidation occurred at ∼1 V (for [CB11Me12]-) up to more than 4 V (for [1-H-(2-6)-F5-(7-12)-(CF3)6-CB11]-) relative to ferrocene/ferricinium. The anodic peak potentials are reproduced by a set of additive position-sensitive substituent increments.