Efficient and Versatile Sol‐Gel Immobilized Copper Catalyst for Ullmann Arylation of Phenols

• DOI: 10.1002/adsc.200800360
• Publication Date: 2008-10-07T13:35:05Z
• Authors: Sofia Benyahya; Florian Monnier; Marc Taillefer; Michel Wong Chi Man; Catherine Bied; Fouad Ouazzani
• Keywords: heterogeneous catalysis; N ligands; sol-gel bridged silsesquioxane; [CHIM.ORGA]Chemical Sciences/Organic chemistry; copper; CO coupling; 7. Clean energy; 01 natural sciences; 0104 chemical sciences

AbstractA new hybrid silica with urea‐based bipyridyl bridging units has been synthesized by a sol‐gel process. The copper‐complexed hybrid silica is an efficient heterogeneous catalyst for the Ullmann coupling of aryl halides with phenols. It is easily withdrawn and recovered from the reaction media by filtration. It is also a versatile catalyst for subsequent reactions with several substrates yielding products with the same efficiency even after ten re‐uses and with minimal leaching. This is the first example of the use of a copper‐complexed bridged silsesquioxane for the preparation of a recoverable catalyst in modern Ullmann chemistry. This may represent a promising route to the reduction of waste while maintaining economic viability.