Electron-Deficient Triphenylene and Trinaphthylene Carboximides

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• 作者：Jun Yin ; Hemi Qu ; Kai Zhang ; Jing Luo ; Xiaojie Zhang ; Chunyan Chi ; Jishan Wu
• 刊名：Organic Letters
• 出版年：2009
• 出版时间：July 16, 2009
• 年：2009
• 卷：11
• 期：14
• 页码：3028-3031
• 全文大小：215K
• 年卷期：v.11,no.14(July 16, 2009)
• ISSN：1523-7052

文摘

A series of triphenylene and trinaphthylene carboximides were synthesized mainly through Diels−Alder reactions between the in situ generated radialenes and N-alkylmaleimides. High electron affinity was obtained due to the attachment of electron-withdrawing carboximide groups. These disklike molecules can assemble into one-dimensional columnar structures in solid state and their mesophase properties were characterized by DSC, POM, and X-ray diffraction. Long-range ordered columnar phase was observed, qualifying them as potential n-type semiconductors in electronic devices.