Bonding analysis of the effect of strain on trigger bonds in organic-cage energetic materials
| العنوان: | Bonding analysis of the effect of strain on trigger bonds in organic-cage energetic materials |
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| المؤلفون: | Mohammad Jaffar, Craig A. Bayse |
| المصدر: | Theoretical Chemistry Accounts. 139 |
| بيانات النشر: | Springer Science and Business Media LLC, 2020. |
| سنة النشر: | 2020 |
| مصطلحات موضوعية: | chemistry.chemical_classification, 010304 chemical physics, Octanitrocubane, chemistry.chemical_element, Prismanes, 010402 general chemistry, 01 natural sciences, Bond market index, 0104 chemical sciences, chemistry.chemical_compound, Crystallography, Heptanitrocubane, Hydrocarbon, chemistry, 0103 physical sciences, Molecule, Physical and Theoretical Chemistry, Carbon, Natural bond orbital |
| الوصف: | Wiberg bond index and natural bond orbital analyses were used to examine the effect of strain on trigger bonds for a series of organic-cage molecules. In substituted cage hydrocarbons, weakening of the interior C–C bonds and strengthening of exterior C–X bonds are explained in terms of the contributions of the carbon 2s and 2p atomic orbitals to the bonds. The interior C–C, rather than C–NO2, bonds are expected to break to initiate explosive decomposition in nitro-substituted tetrahedranes, prismanes, and cubanes. Activation of C–C bonds in cage molecules increases with nitro substitution, but persubstituted cages are not necessarily the most activated. For example, heptanitrocubane is predicted to be more sensitive than octanitrocubane, consistent with experimental studies. In contrast, for a series of hypothetical nitroester substituted prismanes, the strengthening of the exterior C–ONO2 bond weakens the O–NO2 bond more than the interior C–C bonds. In CL-20 and TEX, cage strain as determined by WBI analysis in the fused five- and six-membered rings is less significant than for the cage hydrocarbon. In these known energetic materials, the N–NO2 trigger bonds are activated by the orientation of the nitro groups. |
| تدمد: | 1432-2234 1432-881X |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_________::1c2c32fff2d9325347203684757655ea https://doi.org/10.1007/s00214-020-02604-0 |
| حقوق: | CLOSED |
| رقم الأكسشن: | edsair.doi...........1c2c32fff2d9325347203684757655ea |
| قاعدة البيانات: | OpenAIRE |
Find this article in full text from Springer Verlag. | تدمد: | 14322234 1432881X |
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