Radical cations from diarylamino-substituted fluorenones

被引:4
|
作者
Homnick, Paul J. [1 ]
Tinkham, Jonathan S. [1 ]
Lahti, Paul M. [1 ]
机构
[1] Univ Massachusetts, Dept Chem, Amherst, MA 01003 USA
关键词
Aminium cations; Radical cations; Triarylamines; NIR absorbing materials; Intervalence charge transfer; Hush model; Intramolecular electron transfer; ENERGY-LEVELS; TRIARYLAMINE; TRIPHENYLAMINE; GENERATION; POLYMERS;
D O I
10.1016/j.tetlet.2012.10.060
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Chemical oxidation of diarylamino-substituted fluorenones gives highly persistent radical cations, some of which can be stored in the solid state for months. Solution UV-vis-NIR spectra show strong monoradical cation absorption bands in the 750-1700 nm range, with minimum energy about 0.73 eV. 2,7-Bis(dianisylamino)fluorenone exhibits strong absorptions at 1670 (monocation) and 873 nm (dication). Fast intervalence electron transfer behavior between amine sites in the monocation is indicated by EPR spectroscopic and absorption spectral Hush analyses. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码:35 / 39
页数:5
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