C(sp²)-H Borylation of Fluorinated Arenes Using an Air-Stable Cobalt Precatalyst: Electronically Enhanced Site Selectivity Enables Synthetic Opportunities.

ABSTRACT: Cobalt catalysts with electronically enhanced site selectivity have been developed, as evidenced by the high ortho-to-fluorine selectivity observed in the C(sp²)-H borylation of fluorinated arenes. Both the air-sensitive cobalt(III) dihydride boryl 4-Me-(^iPrPNP)Co(H)₂BPin (1) and the air-stable cobalt(II) bis(pivalate) 4-Me-(^iPrPNP)Co(O₂C^tBu)₂ (2) compounds were effective and exhibited broad functional group tolerance across a wide range of fluoroarenes containing electronically diverse functional groups, regardless of the substitution pattern on the arene. The electronically enhanced ortho-to-fluorine selectivity observed with the cobalt catalysts was maintained in the presence of a benzylic dimethylamine and hyd

SUBMITTER: Obligacion JV 

PROVIDER: S-EPMC5701518 | biostudies-literature | 2017 Feb

REPOSITORIES: biostudies-literature