Efficient C-H Amination Catalysis Using Nickel-Dipyrrin Complexes.

ABSTRACT: A dipyrrin-supported nickel catalyst (^AdFL)Ni(py) (^AdFL: 1,9-di(1-adamantyl)-5-perfluorophenyldipyrrin; py: pyridine) displays productive intramolecular C-H bond amination to afford N-heterocyclic products using aliphatic azide substrates. The catalytic amination conditions are mild, requiring 0.1-2 mol% catalyst loading and operational at room temperature. The scope of C-H bond substrates was explored and benzylic, tertiary, secondary, and primary C-H bonds are successfully aminated. The amination chemoselectivity was examined using substrates featuring multiple activatable C-H bonds. Uniformly, the catalyst showcases high chemoselectivity favoring C-H bonds with lower bond dissociation energy as well as a wide range of functional group tolerance (e.g., ethers, halid

SUBMITTER: Dong Y 

PROVIDER: S-EPMC9353665 | biostudies-literature | 2020 Jun

REPOSITORIES: biostudies-literature