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Deoxygenative Hydroboration of Aromatic Nitro Compounds Catalyzed by Tetra(diisopropylamido) Rare-Earth Metal–Lithium Bimetallic Complexes

Chuanling Chen, Chengrong Lu, Bei Zhao

2023The Journal of Organic Chemistry10 citationsDOI

Abstract

The first example of the reduction of a nitro compound with HBPin catalyzed by tetra(diisopropylamido) rare-earth metal–lithium bimetallic complexes LiRE(N i Pr 2 ) 4 (THF) (RE = La, Nd, Sm, Gd, and Y) was disclosed. A series of aromatic nitro compounds were reduced to N -borylamines in high yields (up to 99%). The derivatives of N -borylamines─amides and carbamates─were obtained in a sequential one-pot manner. Furthermore, kinetic studies of the deoxygenative hydroboration of nitro compounds were carried out.

Topics & Concepts

ChemistryHydroborationNitroBimetallic stripTetraLithium (medication)CatalysisMedicinal chemistryMetalOrganic chemistryEndocrinologyMedicineAlkylNanomaterials for catalytic reactionsAsymmetric Hydrogenation and CatalysisOrganoboron and organosilicon chemistry
Deoxygenative Hydroboration of Aromatic Nitro Compounds Catalyzed by Tetra(diisopropylamido) Rare-Earth Metal–Lithium Bimetallic Complexes | Litcius