A concise method to prepare linear 2,3-diazaoligoacene derivatives |
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Authors: | Junbo Li Junkuo Gao Wei-Wei Xiong Qichun Zhang |
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Affiliation: | 1. School of Materials Science and Engineering, Nanyang Technological University, 50 Nanyang Avenue, Singapore 639798, Singapore;2. College of Materials and Textile, Zhejiang Sci-Tech University, Hangzhou 310018, China |
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Abstract: | In this Letter, we demonstrate that linear 2,3-diazanaphthalene (1), 2,3-diazaanthracene (2), and 2,3-diazatetracene (3) can be easily prepared through [4+2] cycloaddition reaction between 3,6-diphenyl-1,2,4,5-tetrazine as the diene and arynes as dienophiles, generated in situ from ortho-aminoarylcarboxylic acids. The physical properties and crystal packing of the prepared compounds 1–3 were fully investigated. In addition, the experimental data (e.g., band gap and band position) are further confirmed by theoretical studies. |
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Keywords: | Azaacene Diene Dienophile Cycloaddition reaction Crystal packing |
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