Oxygen- and Sulfur-Containing Positively Charged Polycyclic Aromatic Hydrocarbons

被引：97

作者：

Wu, Dongqing ^{[1
]}

Pisula, Wojciech ^{[1
]}

Haberecht, Monika C. ^{[1
]}

Feng, Xinliang ^{[1
]}

Muellen, Klaus ^{[1
]}

机构：

[1] Max Planck Inst Polymer Res, D-55128 Mainz, Germany

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 24期

关键词：

DEHYDRONIUM COLOR SUBSTANCES; LIQUID-CRYSTALS; PYRYLIUM; SALTS;

D O I：

10.1021/ol902366y

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Benzo[5,6]naphthaceno[1,12,11,10-jklmna]xanthylium (BNAX) and benzo[5,6]naphthaceno[1,12,11,10-jklmna]thioxanthylium (BNATX) salts were synthesized. Comparison of the UV-vis absorption and emission spectra of them and dibenzo[jk,mn]naphtho[2,1,8-fgh]thebenidinium (DBNT) salts suggests that the incorporation of different heteroatoms in the same PAH core changes their optoelectronic properties profoundly. Ordered columnar liquid crystalline phases were observed for di- and tridodecyl-substituted BNAX salts. X-ray scattering and molecular modeling indicate that three BNAX molecules self-assemble into a disklike structure, which further organizes into hexagonal columnar phases.

引用

页码：5686 / 5689

页数：4

共 21 条

[1] Substituent effects in cyanoborohydride reductions of heterocyclic aromatic cations [J].