Nitrile hydration and α-deuteration of amides catalyzed by a PC <sub>NHC</sub> P Mn( <scp>i</scp> ) pincer complex

Amides are prevalent structural motifs in nature and important functional groups in synthetic organic chemistry. Amide synthesis typically requires harsh reaction conditions necessitating alternative strategies that are atom economic, catalytic, and easy to perform. Here we present the efficient hydration of nitriles, catalyzed by a manganese(I) PC<sub>NHC</sub>P pincer complex, that furnishes a diverse set of amides with excellent functional group compatibility. The reaction occurs at moderate temperatures (90 °C) and produce the corresponding amides in excellent yields (up to 99%). Deuterated amides can also be accessed <i>via</i> subsequent H/D exchange with D<sub>2</sub>O using the same catalyst.

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Publication Details

Journal
Chemical Communications
Published
2025-01-01
DOI
https://doi.org/10.1039/d5cc02804c
Primary Topic
Asymmetric Hydrogenation and Catalysis
Type
article
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article

Nitrile hydration and α-deuteration of amides catalyzed by a PC NHC P Mn( i ) pincer complex

Graham de Ruiter, Rohit Kamte, Ranjeesh Thenarukandiyil, Kartick Dey et al.
Chemical Communications
Asymmetric Hydrogenation and Catalysis
article

Nitrile hydration and α-deuteration of amides catalyzed by a PC NHC P Mn( i ) pincer complex

Graham de Ruiter, Rohit Kamte, Ranjeesh Thenarukandiyil, Kartick Dey, Natalia Fridman
article en

Abstract

Amides are prevalent structural motifs in nature and important functional groups in synthetic organic chemistry. Amide synthesis typically requires harsh reaction conditions necessitating alternative strategies that are atom economic, catalytic, and easy to perform. Here we present the efficient hydration of nitriles, catalyzed by a manganese(I) PC<sub>NHC</sub>P pincer complex, that furnishes a diverse set of amides with excellent functional group compatibility. The reaction occurs at moderate temperatures (90 °C) and produce the corresponding amides in excellent yields (up to 99%). Deuterated amides can also be accessed <i>via</i> subsequent H/D exchange with D<sub>2</sub>O using the same catalyst.

Chemical CommunicationsVol. 61(89)
Technion – Israel Institute of Technology (IL)
Openalex Percentile: Top 78%
Asymmetric Hydrogenation and Catalysis
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