The first preparation of
the title compound (3) is reported and its reactivity with nucleophiles examined.
Attack occurs at both the benzotriazole and the picryl ring moieties, the former process giving rise to
spectrally observable Meisenheimer type σ-complexes, the latter to
displacement. The results allow comparison to be drawn with the behaviour of
4,6-dinitrobenzofuroxan, which also acts as a super-electrophile. The structure
of (3) has been determined from three-dimensional X-ray data collected from a
single crystal. The material crystallized in space group Pbca of the orthorhombic system
with eight molecules in a cell of dimensions
a 16.050, b 11.478, c 17.823 A; V 3283.5 �3.
Das durch säurekatalysierte Cyclisierung des Diarylhydrazins (I) erhältliche hochexplosive N‐Oxid (II) reagiert mit Ethanthiol unter Bildung des α‐Komplexes (IIIa), der sich über die Zersetzungsprodukte (II)/Ethanthiol in das Isomere (IVa) umlagert.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.