Cu(I)-USY as a Ligand-Free and Recyclable Catalytic System for the Ullmann-Type Diaryl Ether Synthesis.

Org Lett

Institut des Technologies Avancées en sciences du Vivant (ITAV) - Centre Pierre Potier, CNRS-USR3505, Université de Toulouse, 1 place Pierre Potier, BP 50624, Toulouse, 31106 Cedex 1, France.

Published: September 2015


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Article Abstract

The catalytic potential of copper(I)-exchanged zeolites was evaluated in the Ullmann-type synthesis of diaryl ethers. Among four investigated zeolites (i.e., USY, MOR, β, and ZSM5), Cu(I)-USY was the best catalyst and proved efficient under ligand-free conditions in toluene at 120 °C. Cu(I)-USY was also easy to recover and was recyclable up to five times without significant loss of activity.

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http://dx.doi.org/10.1021/acs.orglett.5b02167DOI Listing

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[reaction: see text] CuI-exchanged solids based on zeolite materials were investigated for the first time as catalysts in organic synthesis. The catalytic potential of these materials was evaluated in the Huisgen [3 + 2]-cycloaddition. Five CuI-exchanged zeolites were examined and CuI-USY proved to be a novel and efficient heterogeneous ligand-free catalyst for this "click chemistry"-type transformation.

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