Hydride Reduction by a Sodium Hydride-Iodide Composite

Hydride Reduction by a Sodium Hydride-Iodide Composite

Sodium hydride (NaH) is widely used as a Brønsted base in chemical synthesis and reacts with various Brønsted acids, whereas it rarely behaves as a reducing reagent through delivery of the hydride to polar π electrophiles. This study presents a series of reduction reactions of nitriles, amides, and...

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Bibliographic Details
Main Authors: Too, Pei Chui, Chan, Guo Hao, Tnay, Ya Lin, Hirao, Hajime, Chiba, Shunsuke
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2017
Subjects:
Decyanation
Sodium hydride
Online Access:https://hdl.handle.net/10356/84845
http://hdl.handle.net/10220/41983
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Institution: Nanyang Technological University
Language: English
Description
Summary:Sodium hydride (NaH) is widely used as a Brønsted base in chemical synthesis and reacts with various Brønsted acids, whereas it rarely behaves as a reducing reagent through delivery of the hydride to polar π electrophiles. This study presents a series of reduction reactions of nitriles, amides, and imines as enabled by NaH in the presence of LiI or NaI. This remarkably simple protocol endows NaH with unprecedented and unique hydride-donor chemical reactivity.

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