Electronic Structure Rearrangement via Nitroamine–Nitroimine Tautomerism: Obtaining Thermally Stable and Low-Sensitivity Nitrogen-Rich Nitroamine Energetic Materials
This work established a synthetic strategy combining nitroamine-nitroimine tautomerism and intramolecular hydrogen bonding, yielding compound <b>3</b> with a zwitterionic structure. Compound <b>3</b> (<i>D</i> = 8722 m s<sup>-1</sup>; <i>P</i> = 29.9 GPa) exhibited detonation that paralleled that of RDX but superior stability (<i>T</i><sub>d</sub> = 251 °C; <i>IS</i> > 40 J; <i>FS</i> > 360 N), attributed to electronic structure rearrangement. These findings demonstrate the feasibility of designing novel high-energy, low-sensitivity energetic compounds via tautomerism-driven electronic modulation.
Authors
- Qiangqiang LIU
- Yi Liu (ORCID: https://orcid.org/0000-0002-1058-0382)
- Yizhen Feng
- Yaqun Dong
- Ziwu Cai
Institutions
- Zhejiang Research Institute of Chemical Industry (CN)
- Sichuan University of Science and Engineering (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2026-03-12
- DOI
- https://doi.org/10.1021/acs.orglett.6c00356
- Primary Topic
- Energetic Materials and Combustion
- Type
- article
- Field-Weighted Citation Impact
- 0.00