期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 140, 期 23, 页码 7152-7158出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.8b02689
关键词
-
资金
- Japan Society for the Promotion of Science (JSPS) [17H04874]
- [26102011]
The tetramers of azapentacene derivatives with unique hash mark (#)-shaped structures were prepared in a quite facile manner. The #-shaped tetramers are optically active due to possessing extended biaryl skeletons, and the structure of the tetramer composed of four dihydrodiazapentacene (DHDAP) units (1) was investigated as the first example of this kind of molecule. The tetramer 1 showed characteristic chiroptical properties reflecting its orthogonally arranged quadruple DHDAP moieties, as well as redox activity. The solution of enantiopure 1 exhibited intense circularly polarized luminescence (CPL) with a dissymmetry factor of 2.5 X 10(-3). The absolute configuration of the enantiomers of 1 was experimentally determined by X-ray crystal analysis for the dication salt of the enantiomer of 1 with SbCl6- counterions. The solutions of enantiopure 1(2+).2[SbCl6-] also showed NIR circular dichroism (CD) spectra over the entire range from visible to 1100 nm, enabling the modulation of the chiroptical properties by redox stimuli.
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