混合氧化物作为环己醇和苯甲醛缩合生成克莱森-施密特缩合产物的催化剂

Catalysts Pub Date : 2024-07-11 DOI:10.3390/catal14070445
Tanya Stoylkova, T. Stanimirova, C. D. Chanev, Petya Petrova, Kristina Metodieva
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引用次数: 0

摘要

通过热分解相应的层状双氢氧化物(LDH)前驱体获得了酸碱 M2+MgAlO 和 M2+AlO 混合氧化物(其中 M2+ = Mg、Cu、Co、Zn 和 Ni),并将其用作无溶剂条件下环己醇和苯甲醛缩合的催化剂。催化剂的表征方法包括 X 射线衍射 (XRD)、X 射线荧光 (XRF)、扫描电子显微镜 (SEM) 和二氧化碳温度编程解吸 (TPD-CO2)。气相色谱-质谱法(GC/MS)用于对产物混合物进行鉴定和定量。在 M2+MgAlO 和 MgAlO 催化剂上进行环己醇和苯甲醛的反应时,由于环己醇连续一锅脱氢为环己酮,随后进行克莱森-施密特缩合,得到的主要产物是 2,6-二亚苄基环己酮。在 NiAlO、CoAlO 和 ZnAlO 催化剂存在下得到的反应混合物中,6-羟基己酸的环己基酯与主产物一起被检测到。这很可能是环己醇氧化、开环和随后酯化后产生的副产品。
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Mixed Oxides as Catalysts for the Condensation of Cyclohexanol and Benzaldehyde to Obtain a Claisen–Schmidt Condensation Product
Acid–base M2+MgAlO and M2+AlO mixed oxides (where M2+ = Mg, Cu, Co, Zn, and Ni) were obtained by thermal decomposition of the corresponding layered double hydroxide (LDH) precursors and used as catalysts for cyclohexanol and benzaldehyde condensation under solvent-free conditions. The catalysts were characterized by X-ray diffraction (XRD), X-ray fluorescence (XRF), scanning electron microscopy (SEM), and temperature-programmed desorption of CO2 (TPD-CO2). Gas chromatography–mass spectroscopy (GC/MS) was used for the identification and quantification of the product mixtures. In the reaction of cyclohexanol and benzaldehyde on M2+MgAlO and MgAlO catalysts, a 2,6-dibenzylidene-cyclohexanone was obtained as the main product as a result of consecutive one-pot dehydrogenation of cyclohexanol to cyclohexanone and subsequent Claisen–Schmidt condensation. In the reaction mixture obtained in the presence of NiAlO, CoAlO, and ZnAlO catalysts, a cyclohexyl ester of 6-hydroxyhexanoic acid was detected together with the main product. This is most likely a by-product obtained after the oxidation, ring opening, and subsequent esterification of the cyclohexanol.
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