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镍催化含杂芳基二芳基甲烷的芳基化反应:基于Ni(NIXANTPHOS)催化剂的卓越反应活性

Nickel-Catalyzed Arylation of Heteroaryl-containing Diarylmethanes: Exceptional Reactivity of the Ni(NIXANTPHOS)-based Catalyst.

作者信息

Cao Xinyu, Sha Sheng-Chun, Li Minyan, Kim Byeong-Seon, Morgan Catherine, Huang Rudan, Yang Xiaodong, Walsh Patrick J

机构信息

Key Laboratory of Cluster Science of Ministry of Education, School of Chemistry, Beijing Institute of Technology, Beijing 100081, PR China; Department of Chemistry, University of Pennsylvania, 231 S. 34th St., Philadelphia, PA 19104, USA.

Department of Chemistry, University of Pennsylvania, 231 S. 34th St., Philadelphia, PA 19104, USA.

出版信息

Chem Sci. 2016 Jan 1;7(1):611-618. doi: 10.1039/C5SC03704B. Epub 2015 Oct 26.

Abstract

Nickel(0)-catalyzed cross-coupling of heteroaryl-containing diarylmethanes with both aryl bromides and chlorides has been achieved. The success of this reaction relies on the introduction of a unique nickel/NIXANTPHOS-based catalyst system, which provides a direct route to triarylmethanes from heteroaryl-containing diarylmethanes. Reactivity studies indicate the Ni(NIXANTPHOS)-based catalyst exhibits enhanced reactivity over XANTPHOS derivatives and other Ni(phosphine)-based catalysts in the reactions examined.

摘要

已实现镍(0)催化含杂芳基的二芳基甲烷与芳基溴化物和氯化物的交叉偶联。该反应的成功依赖于引入独特的基于镍/联苯并环辛烯膦的催化剂体系,该体系为从含杂芳基的二芳基甲烷直接合成三芳基甲烷提供了一条途径。反应活性研究表明,在所考察的反应中,基于Ni(联苯并环辛烯膦)的催化剂比联苯并环辛烯膦衍生物和其他基于Ni(膦)的催化剂表现出更高的反应活性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ff6e/5952872/d3e94862bd7d/c5sc03704b-s1.jpg

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