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Title: Incremental Tuning Up of Fluorous Phenazine Acceptors

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 3.24 eV among perfluoroalkylated polyaromatics.
 [1] ;  [1] ;  [1] ;  [1] ;  [1] ;  [1] ;  [2] ;  [3] ;  [2] ;  [1] ;  [1]
  1. Department of Chemistry, Colorado State University, Fort Collins CO 80523 USA
  2. Physical Sciences Division, Pacific Northwest National Laboratory, Richland WA 99352 USA
  3. ChemMatCARS, University of Chicago, Advanced Photon Source, Argonne IL 60439 USA
Publication Date:
OSTI Identifier:
Report Number(s):
Journal ID: ISSN 0947-6539; 48349; KC0301050
DOE Contract Number:
Resource Type:
Journal Article
Resource Relation:
Journal Name: Chemistry - A European Journal; Journal Volume: 22; Journal Issue: 12
ChemPubSoc Europe
Research Org:
Pacific Northwest National Laboratory (PNNL), Richland, WA (US), Environmental Molecular Sciences Laboratory (EMSL)
Sponsoring Org:
USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22)
Country of Publication:
United States
Environmental Molecular Sciences Laboratory