Homoleptic Zinc‐Catalyzed Hydroboration of Aldehydes and Ketones in the Presence of HBpin

Abstract

Here, we report the reaction between N ‐phenyl‐ o ‐phenylenediamine and pyrrole‐2‐carboxaldehyde to afford the N ‐phenyl‐ o ‐phenyl‐enediiminopyrrole ligand { L‐H2 } in quantitative yield. A one‐pot reaction between { L‐H2 } and diethylzinc (ZnEt 2 ) in a 2:1 ratio afforded the homoleptic zinc metal complex [ {L‐H} 2 Zn ] ( 1 ). The solid‐state structures of ligand { L‐H2 } and zinc complex 1 were confirmed using X‐ray crystallography. Further, complex 1 was used for chemoselective hydroboration of aldehydes and ketones in the presence of pinacolborane (HBpin) at ambient temperature to produce the corresponding boronate esters in high yield.

Topics & Concepts