Incremental Tuning Up of Fluorous Phenazine Acceptors

被引：14

作者：

Castro, Karlee P. ^{[1
]}

Clikeman, Tyler T. ^{[1
]}

DeWeerd, Nicholas J. ^{[1
]}

Bukovsky, Eric V. ^{[1
]}

Rippy, Kerry C. ^{[1
]}

Kuvychko, Igor V. ^{[1
]}

Hou, Gao-Lei ^{[2
]}

Chen, Yu-Sheng ^{[3
]}

Wang, Xue-Bin ^{[2
]}

Strauss, Steven H. ^{[1
]}

Boltalina, Olga V. ^{[1
]}

机构：

[1] Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA

[2] Pacific NW Natl Lab, Div Phys Sci, Richland, WA 99352 USA

[3] Univ Chicago, ChemMatCARS, Adv Photon Source, Argonne, IL 60439 USA

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2016年 / 22卷 / 12期

基金：

美国国家科学基金会;

关键词：

azaacenes; electrochemistry; electron affinity; semiconductors; trifluoromethyl groups; ELECTRON-AFFINITIES; ORGANIC SEMICONDUCTORS; TRANSPORT-PROPERTIES; CRYSTAL-STRUCTURE; DERIVATIVES; FERROELECTRICITY; OXIDATION; CF3;

D O I：

10.1002/chem.201504122

中图分类号：

O6 [化学];

学科分类号：

0703 ;

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.

引用

页码：3930 / +

页数：7

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