芳烃通过乙烯基阳离子的双分子乙烯基化反应。
Bimolecular vinylation of arenes by vinyl cations.
作者信息
Li Zhilong, Gandon Vincent, Bour Christophe
机构信息
Institut de Chimie Moléculaire et des Matériaux d'Orsay, CNRS UMR 8182, Université Paris-Saclay, Bâtiment 420, 91405 Orsay Cedex, France.
出版信息
Chem Commun (Camb). 2020 Jun 18;56(48):6507-6510. doi: 10.1039/d0cc02300k. Epub 2020 May 12.
Styrene derivatives can be easily synthesized from vinyl triflates and arenes under mild reaction conditions, using [Li][Al(OC(CF))] as a catalyst and LiHMDS as a base. This transformation is likely to involve a vinyl cation intermediate as an electrophile, which is corroborated by DFT calculations, deuterium-labeling and other control experiments. The use of an inert weakly coordinating anion is a decisive factor in this bimolecular vinylation process.
在温和的反应条件下，以[Li][Al(OC(CF))]为催化剂、LiHMDS为碱，苯乙烯衍生物可由乙烯基三氟甲磺酸盐和芳烃轻松合成。这种转化可能涉及乙烯基阳离子中间体作为亲电试剂，这一点得到了密度泛函理论计算、氘标记和其他对照实验的证实。在这种双分子乙烯基化过程中，使用惰性弱配位阴离子是一个决定性因素。
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