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

来源：

ORGANIC LETTERS | 2012年 / 14卷 / 12期

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).

引用

页码：3076 / 3079

页数：4

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