Cycloadditions of Cyclopentadiene and Cycloheptatriene with Tropones: All Endo-[6+4] Cycloadditions Are Ambimodal
| العنوان: | Cycloadditions of Cyclopentadiene and Cycloheptatriene with Tropones: All Endo-[6+4] Cycloadditions Are Ambimodal |
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| المؤلفون: | Arkajyoti Sengupta, Cooper S. Jamieson, K. N. Houk |
| المصدر: | Journal of the American Chemical Society. 143:3918-3926 |
| بيانات النشر: | American Chemical Society (ACS), 2021. |
| سنة النشر: | 2021 |
| مصطلحات موضوعية: | Pericyclic reaction, Cyclopentadiene, Cycloheptatriene, General Chemistry, 010402 general chemistry, 01 natural sciences, Biochemistry, Catalysis, Cycloaddition, Transition state, 0104 chemical sciences, chemistry.chemical_compound, Colloid and Surface Chemistry, chemistry, Computational chemistry, Tropone |
| الوصف: | The cycloadditions of cyclopentadiene and cycloheptatriene with tropone are some of the earliest published examples of [6+4] cycloaddition reactions. We report quantum mechanical studies (ωB97X-D and DLPNO-CCSD(T)) of transition structures and products of these reactions, as well as quasi-classical molecular dynamics simulations of reaction trajectories. The study reveals that these cycloadditions involve ambimodal transition states resulting in a web of products by pericyclic interconversion pathways. Combined with these studies, calculations of simple parent systems and a thorough meta-analysis of literature examples reveal the general concept that all endo-[6+4] cycloadditions are ambimodal. |
| تدمد: | 1520-5126 0002-7863 |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_________::4d30d7fc8bd28b2735c9f312cc9869fb https://doi.org/10.1021/jacs.0c13401 |
| حقوق: | CLOSED |
| رقم الأكسشن: | edsair.doi...........4d30d7fc8bd28b2735c9f312cc9869fb |
| قاعدة البيانات: | OpenAIRE |
Find this issue from the American Chemical Society | تدمد: | 15205126 00027863 |
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