A Modular Synthetic Approach to Conjugated Pentacene Di-, Tri-, and Tetramers

被引:69
作者
Lehnherr, Dan [1 ]
Murray, Adrian H. [1 ]
McDonald, Robert [1 ]
Tykwinski, Rik R. [1 ]
机构
[1] Univ Alberta, Dept Chem, Xray Crystallog Lab, Edmonton, AB T6G 2G2, Canada
关键词
acenes; C-C coupling; oligomerization; pi interactions; semiconductors; OLIGOMERS; ACENES; STATE; POLYMERS;
D O I
10.1002/anie.201000555
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Mind the band gap: π-conjugated pentacene di-, tri-, and tetramers can be synthesized by using a versatile building block in Hay homocoupling as well as Cadiot-Chodkiewicz cross-coupling reactions. This modular approach allows the evaluation of solubility, stability, and the HOMO-LUMO gap as a function of compound length. Long-range three-dimensional π overlap occurs in the iBu3Si-substituted pentacene dimer (see figure; n=2). © 2010 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:6190 / 6194
页数:5
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