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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

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
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