DFT study on the [4+4] domino cycloaddition of ynones with benzylidenepyrazolones to access eight-membered cyclic ethers: effects of DBUvs.Et3N
| العنوان: | DFT study on the [4+4] domino cycloaddition of ynones with benzylidenepyrazolones to access eight-membered cyclic ethers: effects of DBUvs.Et3N |
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| المؤلفون: | Haimei Zhou, Fulan Zhang, Youqing Yu, Huisheng Huang, Xiaogang Guo, Huimin Zhou, Rongxing He, Yu Zhao, Binfang Yuan |
| المصدر: | New Journal of Chemistry. 45:131-140 |
| بيانات النشر: | Royal Society of Chemistry (RSC), 2021. |
| سنة النشر: | 2021 |
| مصطلحات موضوعية: | Chemistry, Computational chemistry, Materials Chemistry, General Chemistry, Catalysis, Domino, Cycloaddition |
| الوصف: | The mechanisms of [4+4] domino cycloaddition of ynones with benzylidenepyrazolones to access highly substituted eight-membered cyclic ethers are studied to explore the effects of bases (t-BuOK vs. DBU vs. Et3N) based on DFT calculations. Our theoretical calculations indicate that the bases can promote the present catalytic reaction as the H+-shuttle agents by a two-step H+-shift reaction. More importantly, the calculations reveal that the difference in the catalytic activity of bases is primarily attributed to their electron-donating ability (t-BuO− > DBU > Et3N). The catalytic activity order of bases is t-BuO− > DBU > Et3N for the present base-catalyzed domino reactions. In a word, the present calculated results can reasonably explain the experimental phenomena and provide useful guidance and advice for the synthesis of medium-sized rings via the domino reactions to select the appropriate bases. |
| تدمد: | 1369-9261 1144-0546 |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_________::71dfdec3c9e3d6888a6e647012bf18d2 https://doi.org/10.1039/d0nj04280c |
| حقوق: | CLOSED |
| رقم الأكسشن: | edsair.doi...........71dfdec3c9e3d6888a6e647012bf18d2 |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 13699261 11440546 |
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