The Inorganic Ligand‐Supported Copper Catalyst Catalyzing Alkyne Coupling Reactions

Author:

Deng Mengjie1,Xie Ya2,Zhou Junting1,Shi Da1,Han Sheng1,Wu Linke3,Yu Han2ORCID

Affiliation:

1. School of Chemical and Environmental Engineering Shanghai Institute of Technology 100 Haiquan Road Shanghai 201418, P. R. China

2. MOE Key Laboratory of Resource Chemistry and Shanghai Key Laboratory of Rare Earth Functional Materials Shanghai Normal University

3. Drug Product Development Wuxi Biologics 1150 Langfeng Road, 201404 Shanghai, PR. China

Abstract

AbstractGlaser‐coupled synthesized 1,3‐diyne can participate in the generation of conjugated polymers and is now widely used in organic and polymer synthesis. Currently, the catalyst in coupling are mostly based on the complexation of noble metals with complex organic ligands, which inevitably increases the research cost and storage difficulty. However, polyoxometalates (POMs), with acidic and redox properties, can be used as an excellent inorganic ligands with low cost and easy storage. In this work, we have synthesized copper catalyst 1, (NH4)4[CuMo6O18(OH)6] with polyoxometalates as inorganic ligands in a facile way and applied them in the coupling of alkynes to obtain (non)symmetrical conjugated 1,3‐diynes in high yields without bases, finally proposing a reasonable reaction path. In addition, the catalyst showed good tolerance to a variety of different groups, further demonstrating its excellent catalytic activity. It is worth mentioning that the catalyst maintained its good structure and activity after six cycles, demonstrating its promising potential for industrial applications. Thus, this paper provides a new strategy for the preparation of (un)symmetrical diynes using polyoxometalates of Cu as catalyst, and also demonstrates the potential of multi‐acid catalyst for organocatalytic applications.

Publisher

Wiley

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