Wong Ken-Tsung, Chi Liang-Chen, Huang Shih-Chiang, Liao Yuan-Li, Liu Yi-Hung, Wang Yu
Department of Chemistry, National Taiwan University, Taipei 106, Taiwan.
Org Lett. 2006 Oct 26;8(22):5029-32. doi: 10.1021/ol061762n.
p-Tolyl-substituted ladder-type oligo(p-phenylene)s containing three, four, and five phenylene rings were readily synthesized. The uniform aryl substitution of these systems allowed us to determine the coplanarity of the pi-conjugated backbones crystallographically. The intramolecular annulations eliminate almost all of the conformational disorder and enhance the degree of pi-conjugation of the backbones, resulting in significant red shifts in the absorption and emission maxima and lower oxidation potentials in the higher homologues. [structure: see text]
含有三个、四个和五个亚苯基环的对甲苯基取代的梯型低聚对亚苯基很容易合成。这些体系的均匀芳基取代使我们能够通过晶体学方法确定π共轭主链的共面性。分子内成环消除了几乎所有的构象无序，并提高了主链的π共轭程度，导致吸收和发射最大值出现显著红移，且较高同系物的氧化电位降低。[结构：见正文]
