School of Chemistry and Chemical Engineering, Huazhong University of Science and Technology, 430074, Wuhan, Hubei, P. R. China.
Chemistry. 2023 May 11;29(27):e202300360. doi: 10.1002/chem.202300360. Epub 2023 Mar 27.
In photo-induced olefin synthesis, the photocatalysts with high triplet energy could cause the isomerization of olefins. This study demonstrates a new quinoxalinone photocatalytic system for highly stereoselective alkenes preparation from alkenyl sulfones and alkyl boronic acids. Our photocatalyst could not convert the thermodynamically favored E-olefin to Z-olefin, guaranteeing the high E-configuration selectivity of the reaction. There is weak interaction between boronic acids and quinoxalinone according to NMR experiments, probably decreasing the oxidation potential of boronic acids. This system can be further extended to the allyl and alkynyl sulfones to give corresponding alkenes and alkynes.
在光诱导烯烃合成中，三重态能量较高的光催化剂可以引起烯烃的异构化。本研究展示了一种新的喹喔啉酮光催化体系，用于从烯基砜和烷基硼酸高效立体选择性地制备烯烃。我们的光催化剂不能将热力学上有利的 E-烯烃转化为 Z-烯烃，保证了反应的高 E-构型选择性。根据 NMR 实验，硼酸和喹喔啉酮之间存在较弱的相互作用，可能降低了硼酸的氧化电位。该体系可以进一步扩展到烯丙基和炔基砜，以得到相应的烯烃和炔烃。
