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一种用于通过分子内环化制备香豆素的改进金(I)催化体系。

An Improved Gold(I) Catalytic System for the Preparation of Coumarins via Intramolecular Cyclization.

作者信息

Ravera Francesco, Floreani Federico, Tubaro Cristina, Roverso Marco, Pedrazzani Riccardo, Bandini Marco, Biffis Andrea

机构信息

Department of Chemical Sciences-DiSC, University of Padova, Via Marzolo 1, 35131, Padova, Italy.

Consorzio Interuniversitario per le Reattività Chimiche e la Catalisi (CIRCC), University of Padova, Via Marzolo 1, 35131, Padova, Italy.

出版信息

Chem Asian J. 2025 Jan 2;20(1):e202400725. doi: 10.1002/asia.202400725. Epub 2024 Nov 9.

Abstract

A catalytic system comprising a gold(I) complex with an N-heterocyclic carbene (NHC) ligand in an ionic liquid as solvent exhibits higher catalytic efficiency compared to state of the art systems in the title reaction, which enables using down to 0.01 mol % gold. A commercial gold(I) catalyst such as IPrAuNTf can be employed for this purpose. In the case of less reactive substrates bearing electron-withdrawing substituents at the phenol moiety, a tailor made NHC-gold(I) precatalyst exhibits improved reactivity and can be advantageously employed compared to the commercial one.

摘要

一种催化体系,其包含在离子液体作为溶剂中的带有N-杂环卡宾(NHC)配体的金(I)配合物,与标题反应中的现有技术体系相比,该催化体系表现出更高的催化效率,这使得金的用量可低至0.01 mol %。为此可使用市售的金(I)催化剂,如IPrAuNTf。对于在酚部分带有吸电子取代基的反应活性较低的底物,定制的NHC-金(I)预催化剂表现出更高的反应活性,与市售催化剂相比可更有利地使用。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a46f/11697228/a23a24304dce/ASIA-20-e202400725-g002.jpg

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