The synthesis and applications of N-heterocyclic carbene (NHC) containing macrocycles are presented. NHCs are versatile ligands and they have been exploited significantly in important metal catalyzed reactions such as olefin metathesis and cross couplings. Applications in these fields require constant development and improvement of the catalytic systems-mainly by the synthesis of novel ligands. We envision that a macrocyclic ligand will both protect the metal center and impart improved selectivity. Our synthetic approach has shown to be a suitable route to obtain macrocycles with different dimensions and functionalities from very similar starting materials. These newly synthesized macrocyclic NHCs have shown to promote intramolecular Michael-Stetter reactions after deprotonation. Additionally, the corresponding ruthenium and palladium macrocyclic NHC complexes have been synthesized, providing an active set of metathesis and cross coupling catalysts. Herein we report a reactivity profile and structural data of the synthesized catalysts as well as offer inside into their relative reactivity. Ultimately, based on these findings we will suggest future directions in macrocyclic design.

Synthesis and applications of N-heterocyclic carbene containing macrocycles

Macromolecular Chemistry: The Second Century

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ACS Spring 2020 National Meeting & Expo

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.