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[Au(NHC)(芳基)](NHC = N-杂环卡宾)配合物的连续流动合成

Continuous Flow Synthesis of [Au(NHC)(Aryl)] (NHC=N-Heterocyclic Carbene) Complexes.

作者信息

Cauwenbergh Thibault, Tzouras Nikolaos V, Scattolin Thomas, Bhandary Subhrajyoti, Simoens Andreas, Van Hecke Kristof, Stevens Christian V, Nolan Steven P

机构信息

Department of Chemistry and Centre for Sustainable Chemistry, Ghent University, Krijgslaan 281, S3, 9000, Ghent, Belgium.

Department of Green Chemistry and Technology Synthesis, Biosources and Bioorganic Chemistry (SynBioC) Research Group, Ghent University, Coupure Links 653, 9000, Ghent, Belgium.

出版信息

Chemistry. 2021 Sep 20;27(53):13342-13345. doi: 10.1002/chem.202102379. Epub 2021 Aug 4.

DOI:10.1002/chem.202102379
PMID:34323322
Abstract

The use of weak and inexpensive bases has recently opened promising perspectives towards the simpler and more sustainable synthesis of Au(I)-aryl complexes with valuable applications in catalysis, medicinal chemistry, and materials science. In recent years, continuous manufacturing has shown to be a reliable partner in establishing sustainable and controlled process scalability. Herein, the first continuous flow synthesis of a range of Au(I)-aryl starting from widely available boronic acids and various [Au(NHC)Cl] (NHC=N-heterocyclic carbene) complexes in unprecedentedly short reaction times and high yields is reported. Successful synthesis of previously non- or poorly accessible complexes exposed fascinating reactivity patterns. Via a gram-scale synthesis, convenient process scalability of the developed protocol was showcased.

摘要

使用弱碱和廉价碱最近为更简单、更可持续地合成金(I)-芳基配合物开辟了前景广阔的途径,这些配合物在催化、药物化学和材料科学领域具有重要应用。近年来,连续制造已成为建立可持续且可控工艺规模的可靠伙伴。在此,本文报道了首例从广泛可得的硼酸和各种[金(N-杂环卡宾)氯]配合物出发,在前所未有的短反应时间内以高产率连续流动合成一系列金(I)-芳基配合物。成功合成了以前无法获得或难以获得的配合物,揭示了迷人的反应模式。通过克级合成,展示了所开发方法方便的工艺规模扩展性。

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