Reduction of Carboxamides Into Amines Catalyzed by La[NH‐2,6‐<sup><i>i</i></sup>Pr<sub>2</sub>‐4‐FcC<sub>6</sub>H<sub>2</sub>]<sub>3</sub>/HBpin

ABSTRACT Reduction of carboxamides is an efficient approach to obtain the corresponding amines, albeit it is one of the most problematic. In this work, by use of pinacolborane (HBpin) as a reductant, the rare‐earth metal tris (arylamido) complex supported by a ferrocenyl‐modified arylamido ligand La[NH‐2,6‐ i Pr 2 ‐4‐FcC 6 H 2 ] 3 was employed as a precatalyst for primary and secondary amide reductions. This catalyst system exhibited high activity toward hydroborative reduction of amides to amines under mild conditions, as well good tolerance for heteroatoms and functional groups in the reduction. A lanthanide hydride was experimentally verified as the active species and the reduction mechanism was proposed.

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Publication Details

Journal
Applied Organometallic Chemistry
Published
2024-09-10
DOI
https://doi.org/10.1002/aoc.7739
Citations
1
Primary Topic
Asymmetric Hydrogenation and Catalysis
Type
article
Field-Weighted Citation Impact
0.16

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article

Reduction of Carboxamides Into Amines Catalyzed by La[NH‐2,6‐iPr2‐4‐FcC6H2]3/HBpin

Yunjie Luo, Jue Chen, Qiujin Ye, Yukun Wang
1 citations
Applied Organometallic Chemistry
Asymmetric Hydrogenation and Catalysis
0.16
article

Reduction of Carboxamides Into Amines Catalyzed by La[NH‐2,6‐iPr2‐4‐FcC6H2]3/HBpin

Yunjie Luo, Jue Chen, Qiujin Ye, Yukun Wang
article en
1 citations

Abstract

ABSTRACT Reduction of carboxamides is an efficient approach to obtain the corresponding amines, albeit it is one of the most problematic. In this work, by use of pinacolborane (HBpin) as a reductant, the rare‐earth metal tris (arylamido) complex supported by a ferrocenyl‐modified arylamido ligand La[NH‐2,6‐ i Pr 2 ‐4‐FcC 6 H 2 ] 3 was employed as a precatalyst for primary and secondary amide reductions. This catalyst system exhibited high activity toward hydroborative reduction of amides to amines under mild conditions, as well good tolerance for heteroatoms and functional groups in the reduction. A lanthanide hydride was experimentally verified as the active species and the reduction mechanism was proposed.

Applied Organometallic ChemistryVol. 38(12)
Ningbo University (CN), Ningbo University of Technology (CN)
National Natural Science Foundation of China
Openalex Percentile: Top 58%
Asymmetric Hydrogenation and Catalysis
0.16
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