Incremental Tuning Up of Fluorous Phenazine Acceptors

摘要

In a simple, one-step direct trifluoromethylation of phenazine with CF3I we prepared and characterized nine (poly)trifluoromethyl derivatives with up to six CF3 groups. The electrochemical reduction potentials and gas-phase electron affinities show a direct, strict linear relation to the number of CF3 groups, with phenazine(CF3)(6) reaching a record-high electron affinity of 3.24eV among perfluoroalkylated polyaromatics.