Iridium-Catalyzed Asymmetric Borylation of Unactivated Methylene C(sp3)-H Bonds.
Ronald L ReyesTomohiro IwaiSatoshi MaedaMasaya SawamuraPublished in: Journal of the American Chemical Society (2019)
Herein, we show the highly enantioselective borylation of unactivated methylene C(sp3)-H bonds in 2-alkylpyridines and 2-alkyl-1,3-azole derivatives using an iridium-BINOL-based chiral monophosphite catalyst system. Quantum chemical calculations using the artificial force induced reaction (AFIR) method suggested that a monophosphite-Ir-tris(boryl) complex generates a narrow chiral reaction pocket where the differentiation of the enantiotopic methylene C-H bonds is accomplished through an assembly of multiple noncovalent interactions.
Keyphrases
- ionic liquid
- room temperature
- molecular dynamics
- capillary electrophoresis
- high glucose
- density functional theory
- diabetic rats
- molecular dynamics simulations
- single molecule
- candida albicans
- drug induced
- transition metal
- highly efficient
- oxidative stress
- mass spectrometry
- electron transfer
- carbon dioxide
- visible light
- endothelial cells
- energy transfer
- gold nanoparticles
- solid state
- quantum dots
- structure activity relationship