Catalysts of Suzuki Cross-Coupling Based on Functionalized Hyper-cross-linked Polystyrene: Influence of Precursor Nature

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• 作者：Nadezhda A. Nemygina ; Linda Zh. Nikoshvili ; Alexey V. Bykov ; Alexander I. Sidorov ; Vladimir P. Molchanov ; Mikhail G. Sulman ; Irina Yu. Tiamina ; Barry D. Stein ; Valentina G. Matveeva ; Esther M. Sulman ; Lioubov Kiwi-Minsker
• 刊名：Organic Process Research & Development
• 出版年：2016
• 出版时间：August 19, 2016
• 年：2016
• 卷：20
• 期：8
• 页码：1453-1460
• 全文大小：459K
• 年卷期：0
• ISSN：1520-586X

文摘

This paper describes synthesis of Pd-containing catalysts of Suzuki cross-coupling based on amino-functionalized hyper-cross-linked polystyrene at variation of Pd precursor nature (PdCl₂, PdCl₂(CH₃CN)₂, or PdCl₂(PhCN)₂). The investigation of the influence of palladium oxidation state (Pd(II) or Pd(0)) and form (Pd_n clusters or Pd nanoparticles) on the rate of Suzuki cross-coupling of 4-bromoanisole and phenylboronic acid is discussed. Developed catalysts are shown to allow achieving conversion of 4-bromoanisole higher than 98% under mild reaction conditions. Independently of the precursor nature, Pd(II) is mainly responsible for observed catalytic activity. However, preliminary reduction of catalysts with H₂ results in formation of a large number of Pd_n clusters, the contribution of which in the Suzuki reaction becomes predominant.