A Calix[8]arene-Based Catalyst for Suzuki–Miyaura Couplings with Reduced Pd_Leaching

Abstract

Pd-catalysed reactions are amongst the most important in current chemistry. Consequently, very reactive catalysts were developed during the last decades, allowing very high conversions at low catalytic rates. However, decreasing Pd leaching in final products without decreasing catalyst efficiency remains an unsolved issue, especially in the pharma industry. We recently showed that using calixarenes as platforms for Pd-based catalysts constitutes an efficient answer to this concern. In the present work, we show that using these calixarenic platforms in combination with suitably engineered ligands allows for an even more strongly decreased Pd leaching. It thus opens up interesting perspectives for the synthesis of new families of catalysts combining a very high reactivity and a very low Pd leaching in final products.