Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 11, Pages 2982-2987Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201309888
Keywords
carbene transfer; ligand effects; N-heterocyclic carbenes; nitrene transfer; ruthenium
Categories
Funding
- Innovation and Technology Commission (HKSAR, China)
- University of Hong Kong, RGC-GRF [HKU 700813P]
- NSFC [21272197]
- UGC One-off Special Equipment Grant Scheme [SEG_HKU02]
Ask authors/readers for more resources
Bis(NHC)ruthenium(II)-porphyrin complexes were designed, synthesized, and characterized. Owing to the strong donor strength of axial NHC ligands in stabilizing the trans MCRR/MNR moiety, these complexes showed unprecedently high catalytic activity towards alkene cyclopropanation, carbene CH, NH, SH, and OH insertion, alkene aziridination, and nitrene CH insertion with turnover frequencies up to 1950min(-1). The use of chiral [Ru(D-4-Por)(BIMe)(2)] (1g) as a catalyst led to highly enantioselective carbene/nitrene transfer and insertion reactions with up to 98%ee. Carbene modification of the Nterminus of peptides at 37 degrees C was possible. DFT calculations revealed that the trans axial NHC ligand facilitates the decomposition of diazo compounds by stabilizing the metal-carbene reaction intermediate.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available