Terminal-Selective sp 3 C–H Borylation of Carbonyl Derivatives by a Di(pyridyl)arylmethane-Ligated Iridium Catalyst

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Authors: Shuyao Zhang, Taylor M. Estock, Nathan D. Schley
Cited by: 1
References: 55

Abstract

High Resolution Image Download MS PowerPoint Slide An iridium catalyst based on a 2,2’-dipyridylarylmethane ligand shows high activity at low catalyst loading for terminal sp 3 C–H borylation of aliphatic carbonyl derivatives under conditions where the substrate is the limiting reagent. The site selectivity of the process is not directed by the functional group but, instead, by a preference for borylation of unhindered methyl groups over methylene or α-branched methyl groups. The active catalyst species are formed in situ from commercial precatalysts and a hydrosilane activator, with structural evidence provided by an isolable complex bearing a κ 3 -metalated ligand. The resulting alkylboronate esters are versatile reagents and are amenable to Pd-catalyzed B -alkyl Suzuki cross-coupling.

Fields of Study & Subjects

Catalytic C–H Functionalization Methods Catalytic Cross-Coupling Reactions Organoboron and organosilicon chemistry

Publication details

Journal / source
Journal of the American Chemical Society
Publisher
American Chemical Society (ACS)
Volume
148
Issue
25
Pages
25336–25341
Publication date
16 June 2026
Language
EN