Asymmetric Epoxidation with H2O2 by Manipulating the Electronic Properties of Non-heme Iron Catalysts

Asymmetric Epoxidation with H2O2 by Manipulating the Electronic Properties of Non-heme Iron Catalysts
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DOI:
10.1021/ja4078446
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发表时间:
2013-10-02
影响因子:
15
通讯作者:
Costas, Miquel
Costas, Miquel
中科院分区:
化学1区
文献类型:
--
作者:
Cusso, Olaf;Garcia-Bosch, Isaac;Costas, Miquel

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描述了一种非血红素铁络合物,它催化H_2O_2与烯烃的高对映选择性环氧化反应。通过使用催化量的羧酸添加剂来改善对映体过量。配体对铁中心施加的电子效应与催化量的羧酸协同作用,促进了有效的O-O裂解,并产生了高度化学和对映选择性的环氧化物种,从而以合成价值高的产率和较短的反应时间提供了广泛的环氧化物。
A non-heme iron complex that catalyzes highly enantioselective epoxidation of olefins with H2O2 is described. Improvement of enantiomeric excesses is attained by the use of catalytic amounts of carboxylic acid additives. Electronic effects imposed by the ligand on the iron center are shown to synergistically cooperate with catalytic amounts of carboxylic acids in promoting efficient O-O cleavage and creating highly chemo- and enantioselective epoxidizing species which provide a broad range of epoxides in synthetically valuable yields and short reaction times.