Coplanarity in the backbones of ladder-type oligo(p-phenylene) homologues and derivatives.
Coplanarity in the backbones of ladder-type oligo(p-phenylene) homologues and derivatives.
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DOI：
10.1021/ol061762n
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发表时间：
2006-09
期刊：
影响因子：
5.2
通讯作者：
Ken‐Tsung Wong;L. Chi;Shih-Chiang Huang;Yuan-Li Liao;Yi‐Hung Liu;Yu Wang
中科院分区：
文献类型：
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作者：
Ken‐Tsung Wong;L. Chi;Shih-Chiang Huang;Yuan-Li Liao;Yi‐Hung Liu;Yu Wang
对甲苯基取代的梯型低聚（对亚苯基）含有三个，四个，和五个亚苯基环的容易合成。这些系统的均匀芳基取代使我们能够确定共面性的π共轭骨架结晶。分子内环化消除了几乎所有的构象紊乱，并提高了主链的π-共轭程度，从而导致吸收和发射最大值的显著红移以及较高同系物的较低氧化电位。[结构：见正文]
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]