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Elucidating Fluorine Steering Effects in Diels-Alder Reactions Interfaced with Charge-Enhanced Reactivity
European Journal of Organic Chemistry ( IF 2.5 ) Pub Date : 2025-01-02 , DOI: 10.1002/ejoc.202401203 Sabrina Hoford, Julius Jan, Jeffrey N. Johnston, Travis Dudding
European Journal of Organic Chemistry ( IF 2.5 ) Pub Date : 2025-01-02 , DOI: 10.1002/ejoc.202401203 Sabrina Hoford, Julius Jan, Jeffrey N. Johnston, Travis Dudding
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An in-depth computational and experimental study of the effects of fluorinated dienophiles in Diels-Alder cycloadditions is disclosed, along with insights into the origin of reaction rate deceleration and the factors controlling endo- vs. exo-selectivity. In addition, the design and synthesis of a Brønsted acid activated fluorinated dienophile facilitating charge-enhanced Diels-Alder reactivity is reported.
中文翻译:
阐明 Diels-Alder 反应中与电荷增强反应性相耦合的氟转向效应
揭示了 Diels-Alder 环加成反应中含氟亲二体影响的深入计算和实验研究,以及对反应速率减速起源和控制内切选择性与外显选择性因素的见解。此外,还报道了促进电荷增强的 Diels-Alder 反应性的 Brønsted 酸活化氟化亲二烯烃的设计和合成。
更新日期:2025-01-02
中文翻译:

阐明 Diels-Alder 反应中与电荷增强反应性相耦合的氟转向效应
揭示了 Diels-Alder 环加成反应中含氟亲二体影响的深入计算和实验研究,以及对反应速率减速起源和控制内切选择性与外显选择性因素的见解。此外,还报道了促进电荷增强的 Diels-Alder 反应性的 Brønsted 酸活化氟化亲二烯烃的设计和合成。