title: Energetic N-Nitramino/N-Oxyl-Functionalized Pyrazoles with Versatile π-π Stacking: Structure-Property Relationships of High-Performance Energetic Materials.
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.
authors.affiliation: Department of Chemistry, University of Idaho, Moscow, ID, 83844-2343, USA.
authors.forename: Ping
authors.initials: P
authors.lastname: Yin
authors.affiliation: Department of Chemistry, University of Minnesota, Minneapolis, MN, 55455, USA.
authors.forename: Lauren A
authors.initials: LA
authors.lastname: Mitchell
authors.affiliation: Naval Research Laboratory, 4555 Overlook Avenue, Washington, DC, 20375, USA.
authors.forename: Damon A
authors.initials: DA
authors.lastname: Parrish
authors.affiliation: Department of Chemistry, University of Idaho, Moscow, ID, 83844-2343, USA. jshreeve@uidaho.edu.
authors.forename: Jean'ne M
authors.identifier: 0000-0001-8622-4897
authors.initials: JM
authors.lastname: Shreeve
keywords: N-functionalization; energetic materials; pyrazoles; structure-property relationship; π-π stacking