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Open AccessArticle

Cross-Coupling Reaction of Allylic Ethers with Aryl Grignard Reagents Catalyzed by a Nickel Pincer Complex

Department of Advanced Materials Chemistry, Graduate School of Engineering, Yokohama National University, 79-5 Tokiwadai, Hodogaya-ku, Yokohama 240-8501, Japan
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Academic Editor: Kouki Matsubara
Molecules 2019, 24(12), 2296; https://doi.org/10.3390/molecules24122296
Received: 30 May 2019 / Revised: 17 June 2019 / Accepted: 18 June 2019 / Published: 21 June 2019
(This article belongs to the Special Issue Nickel Complexes for Catalysis)
A cross-coupling reaction of allylic aryl ethers with arylmagnesium reagents was investigated using β-aminoketonato- and β-diketiminato-based pincer-type nickel(II) complexes as catalysts. An β-aminoketonato nickel(II) complex bearing a diphenylphosphino group as a third donor effectively catalyzed the reaction to afford the target cross-coupled products, allylbenzene derivatives, in high yield. The regioselective reaction of a variety of substituted cinnamyl ethers proceeded to give the corresponding linear products. In contrast, α- and γ-alkyl substituted allylic ethers afforded a mixture of the linear and branched products. These results indicated that the coupling reaction proceeded via a π-allyl nickel intermediate. View Full-Text
Keywords: pincer-type nickel(II) complex; cross-coupling; allylic ether pincer-type nickel(II) complex; cross-coupling; allylic ether
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MDPI and ACS Style

Hashimoto, T.; Funatsu, K.; Ohtani, A.; Asano, E.; Yamaguchi, Y. Cross-Coupling Reaction of Allylic Ethers with Aryl Grignard Reagents Catalyzed by a Nickel Pincer Complex. Molecules 2019, 24, 2296.

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