Incremental Tuning Up of Fluorous Phenazine Acceptors

Abstract In a simple, one‐step direct trifluoromethylation of phenazine with CF 3 I we prepared and characterized nine (poly)trifluoromethyl derivatives with up to six CF 3 groups. The electrochemical reduction potentials and gas‐phase electron affinities show a direct, strict linear relation to the...

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Published inChemistry : a European journal Vol. 22; no. 12
Main Authors Castro, Karlee P., Clikeman, Tyler T., DeWeerd, Nicholas J., Bukovsky, Eric V., Rippy, Kerry C., Kuvychko, Igor V., Hou, Gao‐Lei, Chen, Yu‐Sheng, Wang, Xue‐Bin, Strauss, Steven H., Boltalina, Olga V.
Format Journal Article
LanguageEnglish
Published Germany Wiley Blackwell (John Wiley & Sons) 12.01.2016
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Abstract Abstract In a simple, one‐step direct trifluoromethylation of phenazine with CF 3 I we prepared and characterized nine (poly)trifluoromethyl derivatives with up to six CF 3 groups. The electrochemical reduction potentials and gas‐phase electron affinities show a direct, strict linear relation to the number of CF 3 groups, with phenazine(CF 3 ) 6 reaching a record‐high electron affinity of 3.24 eV among perfluoroalkylated polyaromatics.
AbstractList Abstract In a simple, one‐step direct trifluoromethylation of phenazine with CF 3 I we prepared and characterized nine (poly)trifluoromethyl derivatives with up to six CF 3 groups. The electrochemical reduction potentials and gas‐phase electron affinities show a direct, strict linear relation to the number of CF 3 groups, with phenazine(CF 3 ) 6 reaching a record‐high electron affinity of 3.24 eV among perfluoroalkylated polyaromatics.
Author Bukovsky, Eric V.
Kuvychko, Igor V.
Chen, Yu‐Sheng
Rippy, Kerry C.
Boltalina, Olga V.
Wang, Xue‐Bin
Hou, Gao‐Lei
Strauss, Steven H.
Castro, Karlee P.
Clikeman, Tyler T.
DeWeerd, Nicholas J.
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  fullname: Castro, Karlee P.
  organization: Department of Chemistry Colorado State University Fort Collins CO 80523 USA
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  fullname: Clikeman, Tyler T.
  organization: Department of Chemistry Colorado State University Fort Collins CO 80523 USA
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  fullname: DeWeerd, Nicholas J.
  organization: Department of Chemistry Colorado State University Fort Collins CO 80523 USA
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  fullname: Bukovsky, Eric V.
  organization: Department of Chemistry Colorado State University Fort Collins CO 80523 USA
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  fullname: Rippy, Kerry C.
  organization: Department of Chemistry Colorado State University Fort Collins CO 80523 USA
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  fullname: Kuvychko, Igor V.
  organization: Department of Chemistry Colorado State University Fort Collins CO 80523 USA
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  fullname: Hou, Gao‐Lei
  organization: Physical Sciences Division Pacific Northwest National Laboratory Richland WA 99352 USA
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  fullname: Chen, Yu‐Sheng
  organization: ChemMatCARS University of Chicago, Advanced Photon Source Argonne IL 60439 USA
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  fullname: Wang, Xue‐Bin
  organization: Physical Sciences Division Pacific Northwest National Laboratory Richland WA 99352 USA
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  fullname: Strauss, Steven H.
  organization: Department of Chemistry Colorado State University Fort Collins CO 80523 USA
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  fullname: Boltalina, Olga V.
  organization: Department of Chemistry Colorado State University Fort Collins CO 80523 USA
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Snippet Abstract In a simple, one‐step direct trifluoromethylation of phenazine with CF 3 I we prepared and characterized nine (poly)trifluoromethyl derivatives with...
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