Bis-CF3-bipyridine Ligands for the Iridium-Catalyzed Borylation of N-Methylamides DOI Creative Commons
Daniel Marcos‐Atanes, Gonzalo Jiménez‐Osés, José L. Mascareñas

et al.

ACS Catalysis, Journal Year: 2025, Volume and Issue: 15(9), P. 7112 - 7120

Published: April 16, 2025

Bipyridine and phenanthroline are well-established neutral ligands for promoting iridium-catalyzed borylations of aromatic C-H bonds. However, their use with aliphatic substrates is almost uncharted. Herein we demonstrate that introducing CF substituents at the 5- 5'-positions bipyridine generates enable an efficient regioselective borylation methyl group in a broad variety methylamides. The reaction shows functional tolerance exhibits remarkable selectivity, offering powerful approach challenging Mechanistic investigations, including computational analysis, suggest accelerating effect ligand likely associated formation non-covalent dispersion interactions between carbonyl amide trifluoromethylated pyridine rings ligand.

Language: Английский

Bis-CF3-bipyridine Ligands for the Iridium-Catalyzed Borylation of N-Methylamides DOI Creative Commons
Daniel Marcos‐Atanes, Gonzalo Jiménez‐Osés, José L. Mascareñas

et al.

ACS Catalysis, Journal Year: 2025, Volume and Issue: 15(9), P. 7112 - 7120

Published: April 16, 2025

Bipyridine and phenanthroline are well-established neutral ligands for promoting iridium-catalyzed borylations of aromatic C-H bonds. However, their use with aliphatic substrates is almost uncharted. Herein we demonstrate that introducing CF substituents at the 5- 5'-positions bipyridine generates enable an efficient regioselective borylation methyl group in a broad variety methylamides. The reaction shows functional tolerance exhibits remarkable selectivity, offering powerful approach challenging Mechanistic investigations, including computational analysis, suggest accelerating effect ligand likely associated formation non-covalent dispersion interactions between carbonyl amide trifluoromethylated pyridine rings ligand.

Language: Английский

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