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Cascade Conversion of Furancarboxylic Acid to Butanediol Diacetate over Pd/C and La(OTf)3 Catalytic System
Applied Catalysis A: General ( IF 5.5 ) Pub Date : 2020-10-25 , DOI: 10.1016/j.apcata.2020.117888
Rui Zhu , Gongyu Zhou , Baoxiang Gong , Jin Deng , Yao Fu

The conversion of biomass to a high value-added product 1, 4-butanediol (BDO) and its derivatives is of great economic significance. In this work, furancarboxylic acid (FCA) was adopted as the raw material to prepare BDO. The one-pot synthesis of 1, 4-butanediol diacetate (BDA) has been successfully prepared from FCA with metal triflates and Pd/C catalysts. The effect of reaction conditions was investigated and the reaction routes was systematically studied by 1H-NMR and GC. The tandem catalytic process from FCA to BDA mainly underwent three stages. Firstly, FCA was hydrogenated to tetrahydrofurfuric acid (THFCA) by Pd/C. Afterwards, THFCA was decarbonylated to form oxonium ions with metal triflates. Then the oxonium ions was rapidly hydrogenated to form tetrahydrofuran (THF) by Pd/C. Ultimately, THF was ring-opening esterified to BDA by metal triflates. This novel synthesis method of BDO from FCA provides a promising protocol for broadening the application of common biomass substrates.



中文翻译:

Pd / C和La(OTf)3催化体系将呋喃羧酸级联转化为二乙酸丁二醇酯

将生物质转化为高附加值产品1、4-丁二醇(BDO)及其衍生物具有重要的经济意义。在这项工作中,呋喃羧酸(FCA)被用作制备BDO的原料。1,FCA与三氟甲磺酸金属盐和Pd / C催化剂已成功制备出一锅法合成1,4-丁二醇二乙酸酯(BDA)。反应条件的影响进行了研究,并将反应路线进行了系统研究由11 H-NMR和GC。从FCA到BDA的串联催化过程主要经历了三个阶段。首先,通过Pd / C将FCA氢化为四氢糠酸(THFCA)。之后,THFCA与金属三氟甲磺酸酯脱羰形成氧鎓离子。然后,通过Pd / C将氧鎓离子快速氢化以形成四氢呋喃(THF)。最终,THF被金属三氟甲磺酸酯开环酯化为BDA。从FCA合成BDO的这种新颖方法为扩大常见生物质底物的应用提供了有希望的协议。

更新日期:2020-10-30
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