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Synfacts 2022; 18(01): 0073
DOI: 10.1055/s-0041-1737299
Polymer-Supported Synthesis

Suzuki–Miyaura Cross-Coupling by a Pd–Schiff Base Complex Immobilized on a Hypercrosslinked Polymer

Contributor(s):
Yasuhiro Uozumi
,
Ryoko Niimi
Lin H, Yao H, Gao X, Zhang L, Luo Q, Ouyang Y, Xiang B, Liu S, Xiang D. * Huaihua University, P. R. of China
Efficient and Economical Preparation of Hypercrosslinked Polymers–Palladium Based on Schiff Base as Recyclable Catalyst for Suzuki–Miyaura Reactions.

Chem. Lett. 2021;
50: 1879-1882
DOI: 10.1246/cl.210301.
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Key words

palladium catalysis - hypercrosslinked polymer - Schiff bases - Suzuki–Miyaura reaction - cross-coupling

Significance

A palladium–Schiff base complex immobilized on hypercrosslinked polymer (HCP-Pd), prepared as shown in equation 1, catalyzed the Suzuki–Miyaura cross-coupling of aryl halides with arylboronic acids to give the corresponding biaryls in up to 99% yield with excellent turnover numbers (eq. 2).


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Comment

HCP-Pd was characterized by means of IR, N2 sorption, ICP, TGA, XPS, SEM, EDX, and TEM analyses. In the Suzuki–Miyaura cross-coupling of iodobenzene with phenylboronic acid, the catalyst was reused five times without significant loss of its catalytic activity. SEM, EDX, and XPS analyses of the recovered catalyst revealed that its structure remained almost intact during the reaction.


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Publication History

Article published online:
17 December 2021

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