Premium
Energetic N ‐Nitramino/ N ‐Oxyl‐Functionalized Pyrazoles with Versatile π–π Stacking: Structure–Property Relationships of High‐Performance Energetic Materials
Author(s) -
Yin Ping,
Mitchell Lauren A.,
Parrish Damon A.,
Shreeve Jean'ne M.
Publication year - 2016
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201608499
Subject(s) - stacking , energetic material , explosive material , crystal structure , chemistry , diffraction , pyrazole , combinatorial chemistry , materials science , crystallography , stereochemistry , organic chemistry , physics , optics
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.