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用于将异丁香酚氧化为香草醛的氧化石墨烯负载过渡金属催化剂的机械化学合成

Mechanochemical synthesis of graphene oxide-supported transition metal catalysts for the oxidation of isoeugenol to vanillin.

作者信息

Franco Ana, De Sudipta, Balu Alina M, Garcia Araceli, Luque Rafael

机构信息

Departamento de Química Orgánica, Universidad de Cordoba Campus de Rabanales, Edificio Marie Curie (C-3), Ctra Nnal IV-A, Km 396, E14014, Cordoba, Spain.

Department of Chemical and Biomolecular Engineering, National University of Singapore, 4 Engineering Drive 4, 117585, Singapore.

出版信息

Beilstein J Org Chem. 2017 Jul 21;13:1439-1445. doi: 10.3762/bjoc.13.141. eCollection 2017.

Abstract

Vanillin is one of the most commonly used natural products, which can also be produced from lignin-derived feedstocks. The chemical synthesis of vanillin is well-established in large-scale production from petrochemical-based starting materials. To overcome this problem, lignin-derived monomers (such as eugenol, isoeugenol, ferulic acid etc.) have been effectively used in the past few years. However, selective and efficient production of vanillin from these feedstocks still remains an issue to replace the existing process. In this work, new transition metal-based catalysts were proposed to investigate their efficiency in vanillin production. Reduced graphene oxide supported Fe and Co catalysts showed high conversion of isoeugenol under mild reaction conditions using HO as oxidizing agent. Fe catalysts were more selective as compared to Co catalysts, providing a 63% vanillin selectivity at 61% conversion in 2 h. The mechanochemical process was demonstrated as an effective approach to prepare supported metal catalysts that exhibited high activity for the production of vanillin from isoeugenol.

摘要

香草醛是最常用的天然产物之一,它也可以由木质素衍生的原料生产。香草醛的化学合成在以石化原料为起始原料的大规模生产中已很成熟。为克服这一问题,木质素衍生的单体(如丁香酚、异丁香酚、阿魏酸等)在过去几年中得到了有效利用。然而,从这些原料中选择性高效地生产香草醛仍然是取代现有工艺的一个问题。在这项工作中,提出了新型过渡金属基催化剂以研究其在香草醛生产中的效率。还原氧化石墨烯负载的铁和钴催化剂在使用过氧化氢作为氧化剂的温和反应条件下显示出对异丁香酚的高转化率。与钴催化剂相比,铁催化剂具有更高的选择性,在2小时内61%的转化率下提供了63%的香草醛选择性。机械化学过程被证明是制备负载型金属催化剂的有效方法,该催化剂对由异丁香酚生产香草醛表现出高活性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0aa4/5530631/c5929b48382f/Beilstein_J_Org_Chem-13-1439-g002.jpg

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