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通过与铱(III)配位实现的选择性芳族C-H羟基化

Selective Aromatic C-H Hydroxylation Enabled by -Coordination to Iridium(III).

作者信息

D'Amato Erica M, Neumann Constanze N, Ritter Tobias

机构信息

Department of Chemistry and Chemical Biology, Harvard University, 12 Oxford Street, Cambridge, Massachusetts 02138, United States.

出版信息

Organometallics. 2015 Sep 28;34(18):4626-4631. doi: 10.1021/acs.organomet.5b00731. Epub 2015 Sep 16.

Abstract

We report an aromatic C-H hydroxylation protocol in which the arene is activated through -coordination to an iridium(III) complex. -Coordination of the arene increases its electrophilicity and allows for high positional selectivity of hydroxylation at the site of least electron density. Through investigation of intermediate -cyclohexadienyl adducts and arene exchange reactions, we evaluate incorporation of arene -activation into a catalytic cycle for C-H functionalization.

摘要

我们报道了一种芳香族C-H羟基化方法,其中芳烃通过与铱(III)配合物的π配位作用而被活化。芳烃的π配位增加了其亲电性,并使得在电子密度最低的位点进行羟基化反应具有高位置选择性。通过对中间体环己二烯基加合物和芳烃交换反应的研究,我们评估了芳烃活化作用纳入C-H官能团化催化循环的情况。

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