Hydride Reduction by a Sodium Hydride-Iodide Composite

Research output: Journal Publications and Reviews (RGC: 21, 22, 62)21_Publication in refereed journalpeer-review

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Author(s)

  • Pei Chui Too
  • Guo Hao Chan
  • Ya Lin Tnay
  • Hajime Hirao
  • Shunsuke Chiba

Detail(s)

Original languageEnglish
Pages (from-to)3719-3723
Journal / PublicationAngewandte Chemie - International Edition
Volume55
Issue number11
Publication statusPublished - 7 Mar 2016
Externally publishedYes

Abstract

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.

Research Area(s)

  • amides, decyanation, density functional calculations, reduction, sodium hydride

Citation Format(s)

Hydride Reduction by a Sodium Hydride-Iodide Composite. / Too, Pei Chui; Chan, Guo Hao; Tnay, Ya Lin et al.

In: Angewandte Chemie - International Edition, Vol. 55, No. 11, 07.03.2016, p. 3719-3723.

Research output: Journal Publications and Reviews (RGC: 21, 22, 62)21_Publication in refereed journalpeer-review