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金心:在 Au(I)/Au(III)催化交叉偶联反应中促进卤代有机物氧化加成的配体。

Heart of gold: enabling ligands for oxidative addition of haloorganics in Au(I)/Au(III) catalysed cross-coupling reactions.

机构信息

The Canadian Bank Note Company, Ottawa, Ontario, Canada.

出版信息

Org Biomol Chem. 2023 Feb 22;21(8):1629-1646. doi: 10.1039/d3ob00002h.

DOI:10.1039/d3ob00002h
PMID:36727215
Abstract

The field of Au-catalysis has been an area rich with new discoveries due to the unique properties of the lustrous element. In the past decade, developments in Au(I)/Au(III) cross-coupling methodology have been made possible with the use of external oxidants that facilitate the challenging oxidation of Au(I) to Au(III) in a stable and catalytically competent fashion. Until recently, Au-chemistry was not known to undergo catalytic transformations that feature oxidative addition of haloarenes like those that were made famous by transition metals such as Pd and Ni. The discovery that ligand modification could facilitate the oxidative addition of Au(I) with haloorganics to provide Au(III) intermediates that are competent in other areas of catalysis ( Lewis acid catalysis) has revolutionized this field and has led to the invention of new cross-coupling methodology. The recent advances at the leading edge in the emerging field of Au(I)/Au(III) catalysis under redox-neutral conditions are highlighted.

摘要

金催化领域由于其元素的独特性质而充满了新的发现。在过去的十年中,由于使用了外部氧化剂,使得金(I)/金(III)交叉偶联方法得以发展,这种氧化剂可以以稳定且具有催化能力的方式促进金(I)向金(III)的挑战性氧化。直到最近,人们才发现金化学可以进行催化转化,其中包括卤代芳烃的氧化加成,这些转化是由钯和镍等过渡金属所熟知的。人们发现,配体修饰可以促进金(I)与卤代有机物的氧化加成,从而提供在其他催化领域(如路易斯酸催化)中具有活性的金(III)中间体,这一发现彻底改变了这一领域,并导致了新的交叉偶联方法的发明。在氧化还原中性条件下新兴的金(I)/金(III)催化领域的前沿最近取得了进展,本文对此进行了重点介绍。

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