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Copper-Photocatalyzed Contra-Thermodynamic Isomerization of Polarized Alkenes.
Organic Letters ( IF 5.2 ) Pub Date : 2020-09-18 , DOI: 10.1021/acs.orglett.0c02894 Thibaud Brégent 1 , Jean-Philippe Bouillon 1 , Thomas Poisson 1, 2
Organic Letters ( IF 5.2 ) Pub Date : 2020-09-18 , DOI: 10.1021/acs.orglett.0c02894 Thibaud Brégent 1 , Jean-Philippe Bouillon 1 , Thomas Poisson 1, 2
Affiliation
The contra-thermodynamic isomerization of α- and β-substituted cinnamate derivatives catalyzed by the Cu(OAc)2/rac-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 E → Z 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.
中文翻译:
铜对极化烯烃的催化热力学异构化。
报道了Cu(OAc)2 / rac -BINAP配合物在蓝光下催化α-和β-取代肉桂酸酯衍生物的反热力学异构化。恶唑烷酮模板的使用有利于铜催化剂与底物的络合,允许在简单而稳定的反应条件下以良好至优异的比率进行催化形成的生色团的E → Z异构化。还研究了基于生色团的瞬时形成的该过程的机理。
更新日期:2020-10-02
中文翻译:
铜对极化烯烃的催化热力学异构化。
报道了Cu(OAc)2 / rac -BINAP配合物在蓝光下催化α-和β-取代肉桂酸酯衍生物的反热力学异构化。恶唑烷酮模板的使用有利于铜催化剂与底物的络合,允许在简单而稳定的反应条件下以良好至优异的比率进行催化形成的生色团的E → Z异构化。还研究了基于生色团的瞬时形成的该过程的机理。