海蛎壳粉废弃物负载CuCl2作为高效、廉价以及可回收催化剂合成炔胺类化合物

doi:10.1016/S1872-2067(14)60195-9

催化学报 ›› 2014, Vol. 35 ›› Issue (12): 2006-2013.DOI: 10.1016/S1872-2067(14)60195-9

海蛎壳粉废弃物负载CuCl₂作为高效、廉价以及可回收催化剂合成炔胺类化合物

熊兴泉, 陈会新, 朱荣俊

华侨大学材料科学与工程学院, 福建省高校功能材料重点实验室, 福建厦门361021

收稿日期:2014-06-08 修回日期:2014-07-17 出版日期:2014-11-29 发布日期:2014-11-29
通讯作者: 熊兴泉
基金资助:
国家自然科学基金(21004024); 福建省自然科学基金(2011J01046); 福建省“高校新世纪优秀人才支持计划”(2012FJ-NCET-ZR03); 福建省“高校杰出青年科研人才培育计划”(11FJPY02); “华侨大学中青年教师科研提升资助计划” (ZQN-YX103).

Oyster shell waste supported CuCl₂ for aldehyde-alkyne-amine coupling reaction to propargylamines

Xingquan Xiong, Huixin Chen, Rongjun Zhu

College of Materials Science and Engineering, Huaqiao University, Xiamen 361021, Fujian, China

Received:2014-06-08 Revised:2014-07-17 Online:2014-11-29 Published:2014-11-29
Supported by:
This work was supported by the National Natural Science Foundation of China (21004024), the Province Natural Science Foundation of Fujian, China (2011J01046), the Program for New Century Excellent Talents in University of Fujian Province (2012FJ-NCET-ZR03), the University Distinguished Young Research Talent Training Program of Fujian Province (11FJPY02), and the Promotion Program for Young and Middle-aged Teacher in Science and Technology Research of Huaqiao University (ZQN-YX103).

摘要/Abstract

摘要：

发展了一种经济、简单的海蛎壳粉负载的CuCl₂异相催化剂OSP-CuCl₂, 用来催化醛-炔-胺之间的A3偶联反应.OSP-CuCl₂容易通过简单的方法从海蛎壳粉以及CuCl₂制备, 且显示出高的催化活性以及良好的可循环回收性.在微波辅助以及无溶剂条件下, 以OSP-CuCl₂为催化剂, 能够以高产物收率制备出一系列炔胺类化合物.OSP-CuCl₂可通过简单的过滤方式进行回收, 并至少可循环使用6次.初步放大实验表明, 炔胺类化合物能够以150 mmol的规模制备(87%收率).

关键词: 炔胺类化合物, A3偶联反应, 海蛎壳废弃物, 微波辐射, 绿色化学

Abstract:

The development of an economic and simple heterogeneous oyster shell waste supported CuCl₂ catalyst for the aldehyde-alkyne-amine (A3) coupling reaction was reported. The waste oyster shell powder (OSP) supported CuCl₂ (OSP-CuCl₂) catalyst was prepared by a simple method from waste OSPs and CuCl₂, which was shown to be a highly active and recyclable catalyst for the A3-coupling reaction. A range of propargylamines were obtained in good to excellent yields (85%-97%) under solvent-free and microwave-heated conditions. The OSP-CuCl₂ catalyst can be simply recovered by filtration and reused for at least six runs. Propargylamine can be produced in 87% yield even when the scale of the A3-coupling reaction was increased to 150 mmol.

Key words: Propargylamine, A3-coupling reaction, Oyster shell waste, Microwave irradiation, Green chemistry

熊兴泉, 陈会新, 朱荣俊. 海蛎壳粉废弃物负载CuCl₂作为高效、廉价以及可回收催化剂合成炔胺类化合物[J]. 催化学报, 2014, 35(12): 2006-2013.

Xingquan Xiong, Huixin Chen, Rongjun Zhu. Oyster shell waste supported CuCl₂ for aldehyde-alkyne-amine coupling reaction to propargylamines[J]. Chinese Journal of Catalysis, 2014, 35(12): 2006-2013.

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海蛎壳粉废弃物负载CuCl₂作为高效、廉价以及可回收催化剂合成炔胺类化合物

Oyster shell waste supported CuCl₂ for aldehyde-alkyne-amine coupling reaction to propargylamines

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