Acenes With a Click

被引:14
作者
Waterloo, Andreas R. [1 ]
Kunakom, Sylvia [1 ]
Hampel, Frank [1 ]
Tykwinski, Rik R. [1 ]
机构
[1] Univ Erlangen Nurnberg, Dept Chem & Pharm, D-91054 Erlangen, Germany
关键词
CuAAC reaction; oligomers; pentacene; solid-state structure; 1; 2; 3-triazole; ORGANIC ELECTRONICS; TERMINAL ALKYNES; BUILDING-BLOCKS; PENTACENE; DERIVATIVES; OLIGOMERS; POLYMERS; CHEMISTRY; CYCLOADDITIONS; DENDRIMERS;
D O I
10.1002/macp.201100622
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
A protected pentacene precursor is functionalized in the 6- and 13-positions with alkyne groups and subsequently derivatized by a copper-catalyzed azidealkyne Huisgen cycloaddition (CuAAC) reaction. Aromatization then gives the desired pentacene derivatives. This method offers an expedient route to a range of bench-top stable, pentacene, and oligopentacene based chromophores, all derived from a single building block. These new pentacene derivatives are characterized by NMR, IR, and UV-Vis spectroscopies. X-ray crystallographic data for two derivatives is used to evaluate the prospect of electronic communication in the solid state via p-stacking interactions.
引用
收藏
页码:1020 / 1032
页数:13
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