TY - JOUR
T1 - Constructing Nitrogen-Rich Fused [5,6,5]-Tricyclic Frameworks Through Rearrangement
T2 - Heat-Resistant Zwitterionic Salt Energetic Materials
AU - Miao, Xiangyan
AU - Yu, Jiyuan
AU - Li, Yuchuan
AU - Pang, Siping
N1 - Publisher Copyright:
© 2024 American Chemical Society.
PY - 2024
Y1 - 2024
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=85209369306&partnerID=8YFLogxK
U2 - 10.1021/acs.orglett.4c03580
DO - 10.1021/acs.orglett.4c03580
M3 - Article
AN - SCOPUS:85209369306
SN - 1523-7060
JO - Organic Letters
JF - Organic Letters
ER -