Constructing Nitrogen-Rich Fused [5,6,5]-Tricyclic Frameworks Through Rearrangement: Heat-Resistant Zwitterionic Salt Energetic Materials

Xiangyan Miao, Jiyuan Yu, Yuchuan Li*, Siping Pang*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

1 Citation (Scopus)

Abstract

This study synthesized nitrogen-rich [5,6,5] fused compounds through a novel rearrangement reaction. Owing to its unique zwitterionic salt structure, rearrangement product 4-1 exhibits high thermal stability (Td > 250 °C), low sensitivity (IS > 40 J, FS > 360 N), and acceptable detonation velocities and pressures (νD = 8520 m s-1 and P = 32.53 GPa, respectively), which are better than those of TNT and TATB. These indicate the potential of zwitterionic salts as thermally stable energetic materials and provide new synthesis strategies for constructing fused polycyclic heterocycles through rearrangement.

Original languageEnglish
Pages (from-to)10085-10089
Number of pages5
JournalOrganic Letters
Volume26
Issue number47
DOIs
Publication statusPublished - 29 Nov 2024

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Miao, X., Yu, J., Li, Y., & Pang, S. (2024). Constructing Nitrogen-Rich Fused [5,6,5]-Tricyclic Frameworks Through Rearrangement: Heat-Resistant Zwitterionic Salt Energetic Materials. Organic Letters, 26(47), 10085-10089. https://doi.org/10.1021/acs.orglett.4c03580