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Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
Published on: February 7, 2019
Planar Bis(1,3,4-Oxadiazole) Bridging toward High-Energy and Low-Sensitivity Tetracyclic Compounds
Jing Liu1, Miao Li1, Zhiwei Zeng1
1School of Chemistry and Chemical Engineering, Nanjing University of Science and Technology, Nanjing210094, China.
Abstract:
A planar bis(1,3,4-oxadiazole) bridging strategy was developed to access rigid, extended-conjugated tetracyclic energetic compounds. Incorporation of this bridge into two distinct energetic scaffolds afforded 4 and 7. Single-crystal X-ray diffraction revealed a nearly planar bis(1,3,4-oxadiazole) bridge in both compounds, accompanied by extended π-electron delocalization across the molecular frameworks. Compound 4 showed enhanced thermal and mechanical stability, while 7 combined improved energetic performance with increased stability.
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