Energetic N-Nitramino/N-Oxyl-Functionalized Pyrazoles with Versatile π–π Stacking: Structure–Property Relationships of High-Performance Energetic Materials

Ping Yin, Lauren A. Mitchell, Damon A. Parrish, Jean'ne M. Shreeve

Research output: Contribution to journalArticlepeer-review

33 Scopus citations

Abstract

N-Nitramino/N-oxyl functionalization strategies were employed to investigate structure–property relationships of energetic materials. Based on single-crystal diffraction data, π–π stacking of pyrazole backbones can be tailored effectively by energetic functionalities, thereby resulting in diversified energetic compounds. Among them, hydroxylammonium 4-amino-3,5-dinitro-1H-pyrazol-1-olate and dipotassium N,N′-(3,5-dinitro-1H-pyrazol-1,4-diyl)dinitramidate, with unique face-to-face π–π stacking, can be potentially used as a high-performance explosive and an energetic oxidizer, respectively.

Original languageEnglish (US)
Pages (from-to)14409-14411
Number of pages3
JournalAngewandte Chemie - International Edition
Volume55
Issue number46
DOIs
StatePublished - Nov 7 2016

Keywords

  • N-functionalization
  • energetic materials
  • pyrazoles
  • structure–property relationship
  • π–π stacking

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