Citation: Zhi Xue,  Xianzhi Dai,  Lie Yu,  Zisong Yang,  Yiyan Hong,  Youqi Pu,  Yan Zhou,  Fei Huang. Pd/C催化Suzuki反应合成4-联苯甲酸[J]. University Chemistry, ;2022, 37(5): 211004. doi: 10.3866/PKU.DXHX202110046 shu

Pd/C催化Suzuki反应合成4-联苯甲酸

  • Corresponding author: Zhi Xue, chemxz@163.com
  • Received Date: 15 October 2021

  • 通过芳基卤代物和芳基硼酸合成联苯类化合物的Suzuki-Miyaura偶联反应被广泛应用于天然产物,药物和功能材料的合成。然而目前本科教学中极少有相关实验,主要是由于传统的Suzuki反应条件通常需要昂贵的含配体Pd催化剂,反应溶剂大多含有诸如甲苯或者1,4-二氧六环等有毒害溶剂,反应过程需要惰性气体氛围,且大多需在加热反应8 h以上。这些限制极大地阻碍了本科生开展这一重要的有机化学实验。本文介绍了改进的Suzuki反应条件:无配体Pd/C作为催化剂,乙醇和水的混合溶剂作为反应溶剂,并且室温搅拌半小时反应即可结束,反应全程敞口需要空气(氧气)的辅助而不是惰性氛围。在此条件下,以苯硼酸与4-溴苯甲酸为原料,碳酸钾作为碱,高效合成了4-联苯甲酸。相比传统Suzuki反应条件下催化剂均为一次性使用,不可回收,本实验中回收的Pd/C催化剂可循环使用5次以上而几无活性损失。本实验项目从成本,可操作性,绿色环保等角度为本科生熟悉Suzuki反应提供了可能。
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