Beijing Key Laboratory of Ionic Liquids Clean Process, Key Laboratory of Green Process Engineering, State Key Laboratory of Multiphase Complex Systems, Institute of Process Engineering, Chinese Academy of Sciences, Beijing, 100190, PR China.
Sino Danish College, University of Chinese Academy of Sciences, Beijing, 100049, PR China.
ChemSusChem. 2017 Jun 9;10(11):2394-2401. doi: 10.1002/cssc.201700020. Epub 2017 Mar 30.
The production of aromatic platform chemicals from biomass-derived feedstocks is of considerable importance in biomass conversion. However, the development of effective routes with simple steps and under mild conditions is still challenging. In this work, we report an original route for the direct synthesis of p-xylene from 2,5-dimethylfuran and acrylic acid catalyzed by scandium(III) triflate (Sc(OTf) ) in 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ([Emim]NTf ) under mild conditions. An overall 63 % selectivity towards p-xylene and 78 % selectivity towards aromatics were obtained at 90 % conversion of 2,5-dimethylfuran by enhancing the dehydration and introducing an extra one-pot decarboxylation step. Furthermore, various dienes and dienophiles were employed as reactants to extend the substrate scope. The aromatic compounds were obtained in moderate yields, which proved the potential of the method to be a generic approach for the conversion of bio-based furanics into renewable aromatics.
从生物质衍生的原料生产芳香族平台化学品在生物质转化中具有重要意义。然而，开发具有简单步骤和温和条件的有效途径仍然具有挑战性。在这项工作中，我们报告了一种由钪（III）三氟甲磺酸酯（Sc（OTf））在 1-乙基-3-甲基咪唑双（三氟甲磺酰基）亚胺（[Emim]NTf）中催化 2,5-二甲基呋喃和丙烯酸直接合成对二甲苯的原始路线，在温和条件下。通过增强脱水并引入额外的一锅法脱羧步骤，在 2,5-二甲基呋喃转化率为 90%的情况下，可获得 63%的对二甲苯总选择性和 78%的芳烃选择性。此外，还采用了各种二烯和双烯作为反应物来扩展底物范围。芳香族化合物以中等产率得到，这证明了该方法有可能成为将生物基呋喃转化为可再生芳烃的通用方法。
