Palladium-catalyzed selective C5 H bond arylation of pyrazole using hydroxymethyl substituent as blocking group

Tetrahedron Letters, Journal Year: 2025, Volume and Issue: unknown, P. 155465 - 155465

Published: Jan. 1, 2025

Language: Английский

Selective C–H Borylation of Polyaromatic Compounds Enabled by Metal-Arene π-Complexation

Journal of the American Chemical Society, Journal Year: 2025, Volume and Issue: unknown

Published: April 23, 2025

The undirected Ir-catalyzed C-H borylation usually occurs preferentially at the least hindered and more acidic bond of aromatic ring. In case polyaromatic compounds possessing multiple unbiased sterically accessible bonds, site selectivity for nondirected is low. Here, we report dramatic effect exerted by π-complexation a chromium tricarbonyl unit on ring in context borylation. Competition experiments demonstrate that bonds an bound to react average two orders magnitude faster toward than unbound arenes. This enables unprecedented with high π-complexed tripod series organic compounds. Besides, drastic enhancement reactivity induced allows occur room temperature substrate as limiting reagent. DFT studies indicate oxidative addition has lower activation barriers when arenes are complexed unit, explaining observed exceptional selectivity. study will further spearhead development bimetallic system harness noncovalent metal-arene π-type interactions functionalization.

Language: Английский

Photoinduced radical C H alkylation by sulfoxonium, sulfonium, selenium and pyridinium ylides as new HAT organocatalysts

Tetrahedron Letters, Journal Year: 2025, Volume and Issue: unknown, P. 155590 - 155590

Published: May 1, 2025

Language: Английский