Coplanarity in the Backbones of Ladder-type Oligo(p-phenylene) Homologues and Derivatives

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• 作者：Ken-Tsung Wong ; Liang-Chen Chi ; Shih-Chiang Huang ; Yuan-Li Liao ; Yi-Hung Liu ; Yu Wang
• 刊名：Organic Letters
• 出版年：2006
• 出版时间：October 26, 2006
• 年：2006
• 卷：8
• 期：22
• 页码：5029 - 5032
• 全文大小：179K
• 年卷期：v.8,no.22(October 26, 2006)
• ISSN：1523-7052

文摘

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p-Tolyl-substituted ladder-type oligo(p-phenylene)s containing three, four, and five phenylene rings were readily synthesized. The uniform arylsubstitution of these systems allowed us to determine the coplanarity of the -conjugated backbones crystallographically. The intramolecularannulations eliminate almost all of the conformational disorder and enhance the degree of -conjugation of the backbones, resulting insignificant red shifts in the absorption and emission maxima and lower oxidation potentials in the higher homologues.