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

doi:10.1021/acs.orglett.4c03580

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^*

^*此作品的通讯作者

材料学院

Beijing Institute of Technology

科研成果: 期刊稿件 › 文章 › 同行评审

18 引用（Scopus）

摘要

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 (T_d > 250 °C), low sensitivity (IS > 40 J, FS > 360 N), and acceptable detonation velocities and pressures (ν_D = 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.

源语言	英语
页（从-至）	10085-10089
页数	5
期刊	Organic Letters
卷	26
期	47
DOI	https://doi.org/10.1021/acs.orglett.4c03580
出版状态	已出版 - 29 11月 2024

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

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.",

author = "Xiangyan Miao and Jiyuan Yu and Yuchuan Li and Siping Pang",

note = "Publisher Copyright: {\textcopyright} 2024 American Chemical Society.",

year = "2024",

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day = "29",

doi = "10.1021/acs.orglett.4c03580",

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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

PY - 2024/11/29

Y1 - 2024/11/29

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 - https://www.scopus.com/pages/publications/85209369306

U2 - 10.1021/acs.orglett.4c03580

DO - 10.1021/acs.orglett.4c03580

M3 - Article

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AN - SCOPUS:85209369306

SN - 1523-7060

VL - 26

SP - 10085

EP - 10089

JO - Organic Letters

JF - Organic Letters

IS - 47

ER -

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

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