新型木质素负载铜配合物作为高效可回收的纳米催化剂用于乌尔曼反应。
Novel lignin-supported copper complex as a highly efficient and recyclable nanocatalyst for Ullmann reaction.
机构信息
College of Chemistry, Chemical Engineering and Resource Utilization, Northeast Forestry University, Harbin, Heilongjiang 150040, China; Material Science and Engineering College, Northeast Forestry University, Harbin, Heilongjiang 150040, China.
College of Chemistry, Chemical Engineering and Resource Utilization, Northeast Forestry University, Harbin, Heilongjiang 150040, China.
出版信息
Int J Biol Macromol. 2023 Jun 1;239:124263. doi: 10.1016/j.ijbiomac.2023.124263. Epub 2023 Mar 31.
In this work, we prepared polyhydroxylated lignin by demethylation and hydroxylation of lignin, and grafted phosphorus-containing groups by nucleophilic substitution reaction, the resulting material could be used as a carrier for the preparation of heterogeneous Cu-based catalysts (PHL-CuI-OPR). The optimal PHL-CuI-OPBu catalyst was characterized by FT-IR, TGA, BET, XRD, SEM-EDS, ICP-OES, XPS. The catalytic performance of PHL-CuI-OPBu in the Ullmann CN coupling reaction was evaluated using iodobenzene and nitroindole as model substrates under nitrogen atmosphere with DME and HO as cosolvent at 95 °C for 24 h. The applicability of modified lignin-supported copper catalyst was investigated of various aryl/heteroaryl halides with indoles under optimal conditions, the corresponding products were obtained with high yield. Additionally, it could be easily recovered from the reaction medium by an easy centrifugation and washing.
在这项工作中，我们通过木质素的脱甲基和羟化反应制备了多羟基化木质素，并通过亲核取代反应接枝含磷基团，得到的材料可用作制备非均相 Cu 基催化剂（PHL-CuI-OPR）的载体。采用 FT-IR、TGA、BET、XRD、SEM-EDS、ICP-OES、XPS 对最佳的 PHL-CuI-OPBu 催化剂进行了表征。在氮气气氛下，以 DME 和 HO 为共溶剂，95°C 反应 24 h，以碘苯和硝基吲哚为模型底物，评价了 PHL-CuI-OPBu 在 Ullmann CN 偶联反应中的催化性能。在最佳条件下，用吲哚对各种芳基/杂芳基卤化物进行了改性木质素负载铜催化剂的适用性研究，得到了相应的高产率产物。此外，它可以通过简单的离心和洗涤从反应介质中容易地回收。
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