title: Incremental Tuning Up of Fluorous Phenazine Acceptors.
abstract: In a simple, one-step direct trifluoromethylation of phenazine with CF3 I 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 3.24 eV among perfluoroalkylated polyaromatics.
authors.affiliation: Department of Chemistry, Colorado State University, Fort Collins, CO, 80523, USA.
authors.forename: Karlee P
authors.initials: KP
authors.lastname: Castro
authors.affiliation: Department of Chemistry, Colorado State University, Fort Collins, CO, 80523, USA.
authors.forename: Tyler T
authors.initials: TT
authors.lastname: Clikeman
authors.affiliation: Department of Chemistry, Colorado State University, Fort Collins, CO, 80523, USA.
authors.forename: Nicholas J
authors.initials: NJ
authors.lastname: DeWeerd
authors.affiliation: Department of Chemistry, Colorado State University, Fort Collins, CO, 80523, USA.
authors.forename: Eric V
authors.initials: EV
authors.lastname: Bukovsky
authors.affiliation: Department of Chemistry, Colorado State University, Fort Collins, CO, 80523, USA.
authors.forename: Kerry C
authors.initials: KC
authors.lastname: Rippy
authors.affiliation: Department of Chemistry, Colorado State University, Fort Collins, CO, 80523, USA.
authors.forename: Igor V
authors.initials: IV
authors.lastname: Kuvychko
authors.affiliation: Physical Sciences Division, Pacific Northwest National Laboratory, Richland, WA, 99352, USA.
authors.forename: Gao-Lei
authors.initials: GL
authors.lastname: Hou
authors.affiliation: ChemMatCARS, University of Chicago, Advanced Photon Source, Argonne, IL, 60439, USA.
authors.forename: Yu-Sheng
authors.initials: YS
authors.lastname: Chen
authors.affiliation: Physical Sciences Division, Pacific Northwest National Laboratory, Richland, WA, 99352, USA.
authors.forename: Xue-Bin
authors.initials: XB
authors.lastname: Wang
authors.affiliation: Department of Chemistry, Colorado State University, Fort Collins, CO, 80523, USA. steven.strauss@colostate.edu.
authors.forename: Steven H
authors.initials: SH
authors.lastname: Strauss
authors.affiliation: Department of Chemistry, Colorado State University, Fort Collins, CO, 80523, USA. olga.boltalina@colostate.edu.
authors.forename: Olga V
authors.initials: OV
authors.lastname: Boltalina
keywords: azaacenes; electrochemistry; electron affinity; semiconductors; trifluoromethyl groups