Synthesis of Boronate‐Based Benzo[fg]tetracene and Benzo[hi]hexacene via Demethylative Direct Borylation |
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| Authors: | Misa Numano Naoto Nagami Soichiro Nakatsuka Takazumi Katayama Kiichi Nakajima Sou Tatsumi Dr Nobuhiro Yasuda Prof?Dr Takuji Hatakeyama |
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| Institution: | 1. Department of Chemistry, School of Science and Technology, Kwansei Gakuin University, 2-1 Gakuen, Sanda, Hyogo, Japan;2. Japan Synchrotron Radiation Research Institute (JASRI), 1-1-1, Kouto, Sayo-cho, Sayo-gun, Hyogo, Japan;3. Elements Strategy Initiative for Catalysts and Batteries, Kyoto University, Katsura, Kyoto, Japan |
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| Abstract: | A demethylative direct borylation is reported, which was applied to the synthesis of benzofg]tetracenes containing boronate ester, amide, and thioester substructures. Depending on the heteroatom adjacent to boron, the molecules showed characteristic photophysical properties, molecular arrangements, and chemical stabilities. The key to the successful synthesis is the appropriate choice of the boron source and Brønsted base. The versatility of the direct borylation was demonstrated by the synthesis of a boronate‐based benzohi]hexacene. |
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| Keywords: | aromatic compounds boronate borylation electrophilic substitution |
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