Reactivity Investigation of Bis-Tetrazole Isomers Prepared through Dimroth Rearrangement

Area of Science:

• Organic Chemistry
• Materials Science
• Computational Chemistry

Background:

• The development of high-nitrogen content compounds is crucial for advanced energetic materials.
• Understanding the impact of structural modifications on material properties is essential for designing high-performance energetic materials.

Purpose of the Study:

• To synthesize novel high-nitrogen content compounds.
• To investigate the influence of positional isomerism on the electronic properties and performance of energetic materials.

Main Methods:

• One-step Dimroth rearrangement for isomeric compound synthesis.
• Exploitation of distinct reactivity of isomeric precursors.
• Electron Localization Function (ELF)-π analysis.
• Density Functional Theory (DFT) calculations.

Main Results:

• Two isomeric compounds, 2 and 3, were synthesized from precursor 1.
• High-nitrogen content compounds 4-6 were successfully synthesized.
• Amino groups in compounds 4 and 5 were found to enhance electron delocalization.

Conclusions:

• Positional isomerism is a key factor in designing high-density energetic materials (HEDMs).
• The amino group's position significantly influences electron delocalization and material performance.
• This study provides insights into the rational design of advanced energetic materials.