乙烯基醌甲基化物的亲电反应活性

Eitzinger Andreas, Mayer Robert J, Hampel Nathalie, Mayer Peter, Waser Mario, Ofial Armin R

Institute of Organic Chemistry, Johannes Kepler University Linz, Altenberger Straße 69, 4040 Linz, Austria.

Department Chemie, Ludwig-Maximilians-Universität München, Butenandtstraße 5-13, 81377 München, Germany.

Org Lett. 2020 Mar 20;22(6):2182-2186. doi: 10.1021/acs.orglett.0c00338. Epub 2020 Mar 2.

The electrophilic reactivity of a series of 8-arylated vinyl -quinone methides (VQMs) was determined by analyzing the kinetics of their reactions with carbanions in DMSO at 20 °C according to the linear free energy relationship log = s( + ). The electrophilicity parameters for VQMs were used to successfully predict Michael-additions with structurally diverse C-, N-, S-, and H-nucleophiles.

通过在20℃下于二甲亚砜中根据线性自由能关系log = s( + )分析一系列8-芳基化乙烯基醌甲基化物（VQM）与碳负离子反应的动力学，确定了它们的亲电反应活性。VQM的亲电参数被成功用于预测与结构多样的碳、氮、硫和氢亲核试剂的迈克尔加成反应。