Organic nanosynthesis of diarylfluorene-based ladder-type gridarene isomers via intramolecular A1-B1 type Friedel-Crafts gridization |
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Authors: | Sixian Sun Changjin Ou Dongqing Lin Zongyan Zuo Yong Yan Ying Wei Yuyu Liu Linghai Xie Wei Huang |
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Institution: | 1. Center for Molecular Systems and Organic Devices (CMSOD), Key Laboratory for Organic Electronics and Information Displays (KLOEID) & Institute of Advanced Materials (IAM), Jiangsu National Synergetic Innovation Center for Advanced Materials (SICAM), Nanjing University of Posts & Telecommunications, Nanjing 210046, China;2. School of Physical and Mathematical Sciences, Nanjing Tech University (NanjingTech), Nanjing 211816, China;3. Shaanxi Institute of Flexible Electronics (SIFE), Northwestern Polytechnical University (NPU), 127 West Youyi Road, Xi''an 710072, Shaanxi, China |
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Abstract: | Fluorene-based ladder-type nanogrids have been synthesized via the stepwise and iterative Friedel-Crafts/Suzuki cross-coupling reactions, and efficient intramolecular gridization reaction could enhance yield up to ~95%. Multiple configurational isomers were successfully separated with the yield of 10%, 20% and 65% for Grid-DFCz-1, Grid-DFCz-2 and Grid-DFCz-3 respectively. The molecular configurations of Grid-arene isomers were characterized and confirmed by the NMR spectra. We found that molecular configuration has little influence on photophysical and electrochemical properties. |
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Keywords: | Solution-processed nanogrid Diarylfluorene Ladder-type Configurational isomers Intramolecular Friedel-Crafts reaction |
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