om6b00630_si_001.pdf (3.32 MB)
Cobalt-Catalyzed C(sp2)–H Borylation with an Air-Stable, Readily Prepared Terpyridine Cobalt(II) Bis(acetate) Precatalyst
journal contribution
posted on 2016-10-13, 19:05 authored by Nadia
G. Léonard, Máté
J. Bezdek, Paul J. ChirikA bench-stable,
4-aryl-substituted terpyridine supported, high-spin cobalt(II) bis(acetate)
complex, (ArTpy)Co(OAc)2 (ArTpy = 4′-(4-N,N′-dimethylaminophenyl)-2,2′:6′,2″-terpyridine),
is active for the C(sp2)–H borylation of arenes
and heteroarenes with B2Pin2 (Pin = pinacolato).
Optimization of the catalytic borylation reaction revealed improved
performance in the presence of LiOMe and turnover numbers of up to
100 have been observed using all air-stable components. EPR specstroscopy
identified formation of inactive cobalt species, promoted by excess
HBPin. A high-spin cobalt(II) bis[(diacetoxy)pinacolatoborate−κ3O,O,O]
compound has been isolated and characterized by X-ray diffraction
and is the result of catalyst deactivation.