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Published February 24, 2020 | Supplemental Material
Journal Article Open

Synthesis and Activity of Six-Membered Cyclic Alkyl Amino Carbene–Ruthenium Olefin Metathesis Catalysts


Ru–cyclic alkyl amino carbene (Ru–CAAC) olefin metathesis catalysts perform extraordinarily in metathesis macrocyclization and ethenolysis, but previous studies have been limited to the use of five-membered CAAC (CAAC-5) ligands. In this work, we synthesized a different group of ruthenium catalysts with more σ-donating and π-accepting six-membered CAAC (CAAC-6) ligands, and their metathesis activity was probed through initiation studies, ring-closing metathesis (RCM), cross-metathesis, and ethenolysis. These catalysts display higher initiation rates than analogous Ru–CAAC-5 complexes but demonstrate lower activity in RCM and ethenolysis.

Additional Information

© 2020 American Chemical Society. Received: December 23, 2019; Published: February 6, 2020. We gratefully acknowledge Umicore for financial support and donation of HG1. Dr. Adam Johns is acknowledged for insightful suggestions and discussions. Dr. Mona Shahgoli is acknowledged for assistance with acquiring mass spectra. Dr. William Wolf, Dr. Jeong Hoon Ko, and Dr. Jianchun Wang are acknowledged for helpful discussions. A.E.S. and Y.X. contributed equally. The authors declare no competing financial interest. Accession Codes: CDC 1972385−1972386 contain the supplementary rystallographic data for this paper. These data can be obtained free of charge via www.ccdc.cam.ac.uk/data_request/cif, or by emailing data_request@ccdc.cam.ac.uk, or by contacting The Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, U.K.; fax: +44 1223 336033.

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