Tetrahedron letters2022,Vol.895.DOI:10.1016/j.tetlet.2021.153596

An efficient Pd@Pro-GO heterogeneous catalyst for the α, β-dehydrogenation of saturated aldehyde and ketones

Wang Z. Chang Y.-Y. Hao Y. Wang Y.-C. Xing R.-G. Pan G.-F.
Tetrahedron letters2022,Vol.895.DOI:10.1016/j.tetlet.2021.153596

An efficient Pd@Pro-GO heterogeneous catalyst for the α, β-dehydrogenation of saturated aldehyde and ketones

Wang Z. 1Chang Y.-Y. 1Hao Y. 1Wang Y.-C. 1Xing R.-G. 1Pan G.-F.1
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作者信息

  • 1. School of Materials and Metallurgy Inner Mongolia University of Science and Technology
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Abstract

? 2021 Elsevier LtdAn Efficient Pd@Pro-GO heterogeneous catalyst was developed that can promote the α, β-dehydrogenation of saturated aldehyde and ketones in the yield of 73% ? 92% at mild conditions without extra oxidants and additives. Pd@Pro-GO heterogeneous catalyst was synthesized via two steps: firstly, the Pro-GO was obtained by the esterification reaction between graphene oxide (GO) and N-(tert-Butoxycarbonyl)-L-proline (Boc-Pro-OH), followed by removing the protection group tert-Butoxycarbonyl (Boc), which endowed the proline-functionalized GO with both the lewis acid site (COOH) and the bronsted base site (NH), besides, the pyrrolidine of proline also can form imine with aldehydes to activate these substrates; Second, palladium was dispersed on the proline-functionalized GO (Pro-GO) to obtained heterogeneous catalyst Pd@Pro-GO. Mechanistic studies have shown that the Pd@Pro-GO-catalyzed α,β-dehydrogenation of saturated aldehyde and ketones was realized by an improved heterogeneously catalyzed Saegusa oxidation reaction. Based on the obove characteristics, the Pd@Pro-GO will be widely used in the transition metal catalytic field.

Key words

Heterogeneous catalyst/Pd@Pro-GO/Saegusa oxidation/Saturated aldehyde/α/β-Dehydrogenation

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出版年

2022
Tetrahedron letters

Tetrahedron letters

CCR
ISSN:0040-4039
被引量3
参考文献量52
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