Development of MCF-supported catalysts for ring-closing metathesis (RCM) reactions

ORGN 8

Jaehong Lim, jhlim@ibn.a-star.edu.sg, Su Seong Lee, sslee@ibn.a-star.edu.sg, Siti Nurhanna Riduan, and Jackie Y. Ying. Institute of Bioengineering and Nanotechnology, 31 Biopolis Way, The Nanos, #04-01, Singapore 138669, Singapore
Although ring-closing metathesis (RCM) has been one of the most powerful reactions for synthesizing cyclic compounds, the pharmaceutical industry has not yet widely commercialized this process due to the high costs and leaching problems of Grubbs' type of homogeneous ruthenium catalysts. In the effort to develop efficient and reusable catalysts for RCM, we have effectively immobilized a series of ruthenium catalysts via various ligands onto siliceous mesocellular foam (MCF). The linker groups were found to significantly impact the catalyst loading and performance. MCF's open, interconnected pores of 24-42 nm facilitated the ligand immobilization and substrate diffusion. The resulting novel heterogenized catalysts demonstrated excellent activity and recyclability for the RCM of various types of substrates.