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铜光催化的极化烯烃的热力学异构化

Copper-Photocatalyzed -Thermodynamic Isomerization of Polarized Alkenes.

作者信息

Brégent Thibaud, Bouillon Jean-Philippe, Poisson Thomas

机构信息

Normandie Univ, INSA Rouen, UNIROUEN, CNRS, COBRA (UMR 6014), 76000 Rouen, France.

Institut Universitaire de France, 1 rue Descartes, 75231 Paris, France.

出版信息

Org Lett. 2020 Oct 2;22(19):7688-7693. doi: 10.1021/acs.orglett.0c02894. Epub 2020 Sep 18.

Abstract

The -thermodynamic isomerization of α- and β-substituted cinnamate derivatives catalyzed by the Cu(OAc)/-BINAP complex under blue light irradiation is reported. The use of an oxazolidinone template, which favored the complexation of the copper catalyst to the substrate, allowed the → isomerization of the catalytically formed chromophore under simple and robust reaction conditions in good to excellent ratios. The mechanism of this process based on the transient formation of a chromophore was also studied.

摘要

报道了在蓝光照射下,Cu(OAc)/-BINAP配合物催化α-和β-取代肉桂酸酯衍生物的热力学异构化反应。使用恶唑烷酮模板有利于铜催化剂与底物络合,从而在简单且稳定的反应条件下,以良好至优异的比例实现催化形成的发色团的→异构化。还研究了基于发色团瞬态形成的该过程的机理。

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