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The synthesis of azaadamantane-based energetic compounds with symmetrical structures and numerous explosophoric groups has always been a major challenge in the field of energetic materials. Herein, we report the synthesis of a fully bridged carbon-substituted 2-azaadamantane energetic compound with seven explosophoric groups. It exhibits a high crystal density (1.90 g cm) and excellent detonation properties ( = 8881 m·s, = 37 GPa), which show that it has the potential to be applied as a high-energy density material.
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http://dx.doi.org/10.1021/acs.orglett.5c02551 | DOI Listing |
Org Lett
August 2025
School of Chemistry and Chemical Engineering, Nanjing University of Science and Technology, Nanjing 210094, China.
The synthesis of azaadamantane-based energetic compounds with symmetrical structures and numerous explosophoric groups has always been a major challenge in the field of energetic materials. Herein, we report the synthesis of a fully bridged carbon-substituted 2-azaadamantane energetic compound with seven explosophoric groups. It exhibits a high crystal density (1.
View Article and Find Full Text PDFJ Mol Model
August 2025
Energetic Materials Research Division, High Energy Materials Research Laboratory, Pune- 411021, India.
Context: Nuclear magnetic resonance (NMR) spectroscopy is a highly valuable tool that is extensively employed for the structure elucidation of organic compounds and in various domains of chemistry. The density functional theory (DFT) and gauge-independent atomic orbital (GIAO) calculation strategy was established to predict reliable NMR chemical shifts with low computational expense and assist in resolving ambiguities in complex structure assignments. Here, we present the DFT-GIAO NMR chemical shift prediction method employed for the first time on a variety of energetic materials.
View Article and Find Full Text PDFACS Appl Mater Interfaces
August 2025
School of Chemistry and Chemical Engineering, Nanjing University of Science and Technology, Nanjing 210094, China.
Heteroadamantanes have a wide range of applications, so the efficient construction of their skeletons is an important issue. Herein, two all-bridged carbon-oxygenated cage-like scaffolds 2,6-dioxaadamantane-4,8,9,10-tetraol and 2,7-dioxaprotoadamantane-4,5,9,10-tetraol were constructed through a transannular -heterocyclization strategy within only two synthetic steps, and six novel energetic materials containing four or five explosophoric groups were synthesized. The densities, oxygen balances (OB), and energetic properties (including detonation velocities and pressures) of all the compounds range from 1.
View Article and Find Full Text PDFDalton Trans
August 2025
Energetic Materials Laboratory, Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur-208016, Uttar Pradesh, India.
Nitrogen-rich heterocycles represent a significant class of backbone in energetic compounds, distinguished by their substantial nitrogen content and elevated heats of formation. These characteristics make them a crucial area of investigation in the ongoing quest to develop high-energy-density materials (HEDMs). Within this domain, azines, which are heterocyclic compounds incorporating two or more nitrogen atoms within their ring structure, have garnered increasing scholarly interest.
View Article and Find Full Text PDFOrg Lett
April 2025
School of Chemistry and Chemical Engineering, Nanjing University of Science and Technology, Nanjing 210094, China.
The construction of an all-bridge-oxygenated (hetero)adamantane skeleton is a long-standing challenge. Herein, an all-bridge carbon-oxidized 2-azaadamantane skeleton, 6,9,10-trimethoxy-2-azaadamantane-4,8-diol, was constructed via an eight-step synthetic route from 9-hydroxybicyclo[3.3.
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