Diarylfluorenes-based ¦Ð-stacked molecules: synthesis, X-ray crystallography, and supramolecular light-emitting devices

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• 作者：Yang Yang^a ; Jian-Feng Zhao^a ; Ran-Ran Liu^a ; Jie-Wei Li^a ; Ming-Dong Yi^a ; Guo-Hua Xie^c ; Ling-Hai Xie^a ; ^{iamlhxie@njupt.edu.cn} ; Yong-Zheng Chang^a ; Cheng-Rong Yin^a ; Xin-Hui Zhou^a ; Yi Zhao^c ; Yan Qian^a ; Wei Huang^a ; ^b ; ^{iamwhuang@njupt.edu.cn} ; ^{iamdirector@fudan.edu.cn}
• 关键词：¦Ð-Stacks ; Diarylfluorenes ; Friedel&ndash ; Crafts reaction ; Organic complex ; Non-covalent bond
• 刊名：Tetrahedron
• 出版年：2013
• 出版时间：29 July, 2013
• 年：2013
• 卷：69
• 期：30
• 页码：6317-6322
• 全文大小：1028 K

文摘

A series of intramolecular ¦Ð-stacked molecules as new-concept supramolecular organic semiconductors have been designed by means of the ortho-substituted steric hindrance of diarylfluorenes and facile synthesized via the key step of BF₃¡¤Et₂O-mediated Friedel-Crafts reaction of carbinols. Their intramolecular ¦Ð-¦Ð stacking interactions were corroborated by the X-ray crystallography, NMR, as well as theoretical simulation. The supramolecular organic light-emitting devices exhibited an anomalous electroluminescence with a maximum luminance of ca. 1282?cd/m², a luminous efficiency of 0.24?cd/A, and a turn-on voltage of 9?V. The ¦Ð-stacked semiconductors are potential models of supramolecular semiconductors and optoelectronics.