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

The first example of the reduction of a nitro compound with HBPin catalyzed by tetra-(diisopropylamido) rare-earth metal-lithium bimetallic complexes LiRE-((NPr2)-Pr-i)(4)(THF) (RE = La, Nd, Sm, Gd, and Y) was disclosed. A series of aromatic nitro compounds were reduced to N-borylamines in high yiel...

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Bibliographic Details
Published inJournal of organic chemistry Vol. 88; no. 23; pp. 16391 - 16399
Main Authors Chen, Chuanling, Lu, Chengrong, Zhao, Bei
Format Journal Article
LanguageEnglish
Published WASHINGTON Amer Chemical Soc 01.12.2023
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
NITROAROMATIC COMPOUNDS
NANOPARTICLES
NITROARENES
DESIGN
SELECTIVE HYDROGENATION
REDUCTION
ONE-POT SYNTHESIS
AMINES
PERFORMANCE
DERIVATIVES
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Summary:The first example of the reduction of a nitro compound with HBPin catalyzed by tetra-(diisopropylamido) rare-earth metal-lithium bimetallic complexes LiRE-((NPr2)-Pr-i)(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.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.3c01905