Oxidative Cleavage of 9,10-Dihydroxystearic Acid on Supported Au, Pd and PdAu Nanoparticle-Based Catalysts

Reactions Pub Date : 2024-01-27 DOI:10.3390/reactions5010006
Dmitrii German, Vladislav Turyanskiy, Julia Schroeder, Mohammed Al-Yusufi, Katja Neubauer, Angela Köckritz, S. Carabineiro, E. Kolobova, A. Pestryakov
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Abstract

The oxidative C-C cleavage of a C18 substrate is an important transformation in synthetic organic chemistry, facilitating the synthesis of valuable C8-C9 acids widely used in many industries. Through a comparative analysis of the catalytic and physicochemical properties of catalysts, comprising mono- (Pd or Au) and bimetallic (PdAu) nanoparticles deposited on oxides, oxyhydroxides and graphite-like carbon material Sibunit (Cp), it was shown that the efficiency of the catalyst in the oxidative cleavage of 9,10-dihydroxystearic acid relies on the nature of the active component, the support and the average size of metal nanoparticles (NPs). The dependency of 9,10-DSA conversion on the average size of metal NPs shows the structural sensitivity of the oxidative cleavage reaction. Notably, catalysts with an average size of gold particles less than 3 nm exhibit the highest activity. The nature of the active component and the support material are crucial factors determining the process selectivity. Among the catalysts studied, the most effective for the oxidative cleavage of 9,10-DSA is a material based on Au NPs deposited on Cp.
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9,10-二羟基硬脂酸在支撑金、钯和钯金纳米颗粒催化剂上的氧化裂解反应
C18 底物的 C-C 氧化裂解是合成有机化学中的一种重要转化,有助于合成许多行业广泛使用的有价值的 C8-C9 酸。通过对沉积在氧化物、氧氢氧化物和类石墨碳材料 Sibunit(Cp)上的单金属(Pd 或 Au)和双金属(PdAu)纳米颗粒催化剂的催化和物理化学特性进行比较分析,结果表明催化剂在 9,10-二羟基硬脂酸氧化裂解中的效率取决于活性组分的性质、载体和金属纳米颗粒(NPs)的平均尺寸。9,10-二羟基硬脂酸转化率与金属 NPs 平均粒径的关系表明了氧化裂解反应在结构上的敏感性。值得注意的是,金颗粒平均尺寸小于 3 纳米的催化剂活性最高。活性成分和支撑材料的性质是决定工艺选择性的关键因素。在所研究的催化剂中,9,10-DSA 氧化裂解反应最有效的催化剂是一种沉积在 Cp 上的基于金纳米粒子的材料。
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