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- Title
Development of Structurally Diverse N-Heterocyclic Carbene Ligands via Palladium-Copper-Catalyzed Decarboxylative Arylation of Pyrazolo[1,5- a]pyridine-3-carboxylic Acid.
- Authors
Alam, Khyarul; Kim, Seong Min; Kim, Do Joong; Park, Jin Kyoon
- Abstract
A series of fused non-classical normal N-heterocyclic carbenes, Pyrpy-NHC precursors derived from pyrazolo[1,5- a]pyridines, has been prepared using palladium-copper-catalyzed decarboxylative arylation of pyrazolo[1,5- a]pyridine-3-carboxylic acid. Air-stable palladium and rhodium complexes of these ligands have been synthesized via mild transmetallation of Ag-Pyrpy-NHC. The structural properties of Rh(Pyrpy-NHC)(COD)Cl complexes were determined via X-ray analysis. The measurement of the CO stretching frequencies of dicarbonyl Rh-Pyrpy-NHC complexes revealed that the electron donating strength of Pyrpy-NHC could be tuned by varying the substituents of the aryl group. A catalytic study of the Pd-Pyrpy-NHC complexes revealed promising activity in the Suzuki-Miyaura reaction under ambient atmospheric conditions.
- Subjects
HETEROCYCLIC compounds; CARBENE derivatives; PYRAZOLONES; PALLADIUM catalysts; COPPER catalysts
- Publication
Advanced Synthesis & Catalysis, 2016, Vol 358, Issue 16, p2661
- ISSN
1615-4150
- Publication type
Article
- DOI
10.1002/adsc.201600480