Band Gap of Carbon-Sulfur [n]Helicenes

被引:33
作者
Miyasaka, Makoto [1 ]
Pink, Maren [2 ]
Olankitwanit, Arnon [1 ]
Rajca, Suchada [1 ]
Rajca, Andrzej [1 ]
机构
[1] Univ Nebraska, Dept Chem, Lincoln, NE 68588 USA
[2] Indiana Univ, Dept Chem, IUMSC, Bloomington, IN 47405 USA
基金
美国国家科学基金会;
关键词
CROSS-CONJUGATED OLIGOTHIOPHENES; ASYMMETRIC-SYNTHESIS; RESOLUTION;
D O I
10.1021/ol3011437
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Asymmetric synthesis of (-)-[9]helicene, as well as preparation of its lower homologues, completes the series of carbon-sulfur [5]-, [7]-, [9]-, and [11]helicenes. Spectroscopic and electrochemical studies of this series provide an absorption onset-based band gap, E-g = 3.40 eV, for a cross-conjugated (C2S)(n) helix; this value may be compared to E-g = 3.59 eV obtained from TD-DFT computed excitation energies for a series of dimethyl-substituted [n]helicenes (n <= 31).
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页码:3076 / 3079
页数:4
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