Assembling tetrazole-rings on a fused ring framework: toward energetic materials with enhanced performance

Shangbiao Feng; Boqian Yang; Baoseng Zhang; Chuanhao Xu; Yang Liu; Shuangfei Zhu; Ruijun Gou; Shuhai Zhang; Ping Yin

doi:10.1039/d3qo00659j

Assembling tetrazole-rings on a fused ring framework: toward energetic materials with enhanced performance

Shangbiao Feng, Boqian Yang, Baoseng Zhang, Chuanhao Xu, Yang Liu^*, Shuangfei Zhu, Ruijun Gou, Shuhai Zhang^*, Ping Yin^*

^*Corresponding author for this work

School of Material Science and Engineering

Research output: Contribution to journal › Article › peer-review

3 Citations (Scopus)

Abstract

A series of nitrogen-rich fused ring energetic compounds assembled with different numbers of tetrazole rings were achieved by the classic Dimroth rearrangement (DR) reaction. The DFT calculations of the reaction were carried out for the detailed mechanism. All newly prepared energetic compounds were fully characterized, and the key physicochemical properties showed high nitrogen content (60.20-72.04%), high heats of formation (755-1085 kJ mol⁻¹), and good stabilities. This work gives the classic Dimroth rearrangement new vitality to access energetic materials and highlights the influence of HEDMs properties by the different numbers of tetrazole rings.

Original language	English
Pages (from-to)	3799-3804
Number of pages	6
Journal	Organic Chemistry Frontiers
Volume	10
Issue number	15
DOIs	https://doi.org/10.1039/d3qo00659j
Publication status	Published - 13 Jun 2023

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title = "Assembling tetrazole-rings on a fused ring framework: toward energetic materials with enhanced performance",

abstract = "A series of nitrogen-rich fused ring energetic compounds assembled with different numbers of tetrazole rings were achieved by the classic Dimroth rearrangement (DR) reaction. The DFT calculations of the reaction were carried out for the detailed mechanism. All newly prepared energetic compounds were fully characterized, and the key physicochemical properties showed high nitrogen content (60.20-72.04\%), high heats of formation (755-1085 kJ mol−1), and good stabilities. This work gives the classic Dimroth rearrangement new vitality to access energetic materials and highlights the influence of HEDMs properties by the different numbers of tetrazole rings.",

author = "Shangbiao Feng and Boqian Yang and Baoseng Zhang and Chuanhao Xu and Yang Liu and Shuangfei Zhu and Ruijun Gou and Shuhai Zhang and Ping Yin",

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doi = "10.1039/d3qo00659j",

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T1 - Assembling tetrazole-rings on a fused ring framework

T2 - toward energetic materials with enhanced performance

AU - Feng, Shangbiao

AU - Yang, Boqian

AU - Zhang, Baoseng

AU - Xu, Chuanhao

AU - Liu, Yang

AU - Zhu, Shuangfei

AU - Gou, Ruijun

AU - Zhang, Shuhai

AU - Yin, Ping

PY - 2023/6/13

Y1 - 2023/6/13

N2 - A series of nitrogen-rich fused ring energetic compounds assembled with different numbers of tetrazole rings were achieved by the classic Dimroth rearrangement (DR) reaction. The DFT calculations of the reaction were carried out for the detailed mechanism. All newly prepared energetic compounds were fully characterized, and the key physicochemical properties showed high nitrogen content (60.20-72.04%), high heats of formation (755-1085 kJ mol−1), and good stabilities. This work gives the classic Dimroth rearrangement new vitality to access energetic materials and highlights the influence of HEDMs properties by the different numbers of tetrazole rings.

AB - A series of nitrogen-rich fused ring energetic compounds assembled with different numbers of tetrazole rings were achieved by the classic Dimroth rearrangement (DR) reaction. The DFT calculations of the reaction were carried out for the detailed mechanism. All newly prepared energetic compounds were fully characterized, and the key physicochemical properties showed high nitrogen content (60.20-72.04%), high heats of formation (755-1085 kJ mol−1), and good stabilities. This work gives the classic Dimroth rearrangement new vitality to access energetic materials and highlights the influence of HEDMs properties by the different numbers of tetrazole rings.

UR - https://www.scopus.com/pages/publications/85163845319

U2 - 10.1039/d3qo00659j

DO - 10.1039/d3qo00659j

M3 - Article

AN - SCOPUS:85163845319

SN - 2052-4110

VL - 10

SP - 3799

EP - 3804

JO - Organic Chemistry Frontiers

JF - Organic Chemistry Frontiers

IS - 15

ER -

Assembling tetrazole-rings on a fused ring framework: toward energetic materials with enhanced performance

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