C-C Bond Forming Reactions Catalyzed by Artificial Metalloenzymes

This book represents the detailed work of A. Chatterjee. Inspired by Whitesides the biotin–(strept)avidin technology has been exploited to localize a biotinylated metal cofactor within (strept)avidin in Ward group. Optimization of the performance of the resulting artificial metalloenzymes is best achieved relying on chemogenetic means: combining a collection of biotinylated organometallic cofactors with a library of streptavidin mutants. Relying on this strategy artificial metalloenzyme based on the biotin–streptavidin technology have been developed for three C-C bond forming reactions: Suzuki cross-coupling C–H bond activation and olefin metathesis. A variety of biotinylated N-heterocycliccarbene- (NHC) and bulky phosphine ligands were synthesized and tested with palladium rhodium and ruthenium catalysts for this purpose.