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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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
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spelling sg-ntu-dr.10356-848452023-02-28T19:33:49Z Hydride Reduction by a Sodium Hydride-Iodide Composite Too, Pei Chui Chan, Guo Hao Tnay, Ya Lin Hirao, Hajime Chiba, Shunsuke School of Physical and Mathematical Sciences Decyanation Sodium hydride 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. MOE (Min. of Education, S’pore) Published version 2017-01-06T06:47:29Z 2019-12-06T15:52:11Z 2017-01-06T06:47:29Z 2019-12-06T15:52:11Z 2016 Journal Article Too, P. C., Chan, G. H., Tnay, Y. L., Hirao, H., & Chiba, S. (2016). Hydride Reduction by a Sodium Hydride-Iodide Composite. Angewandte Chemie International Edition, 55(11), 3719-3723. 1433-7851 https://hdl.handle.net/10356/84845 http://hdl.handle.net/10220/41983 10.1002/anie.201600305 26878823 en Angewandte Chemie International Edition © 2016 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution Non-Commercial License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes. 5 p. application/pdf
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic Decyanation
Sodium hydride
spellingShingle Decyanation
Sodium hydride
Too, Pei Chui
Chan, Guo Hao
Tnay, Ya Lin
Hirao, Hajime
Chiba, Shunsuke
Hydride Reduction by a Sodium Hydride-Iodide Composite
description 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.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Too, Pei Chui
Chan, Guo Hao
Tnay, Ya Lin
Hirao, Hajime
Chiba, Shunsuke
format Article
author Too, Pei Chui
Chan, Guo Hao
Tnay, Ya Lin
Hirao, Hajime
Chiba, Shunsuke
author_sort Too, Pei Chui
title Hydride Reduction by a Sodium Hydride-Iodide Composite
title_short Hydride Reduction by a Sodium Hydride-Iodide Composite
title_full Hydride Reduction by a Sodium Hydride-Iodide Composite
title_fullStr Hydride Reduction by a Sodium Hydride-Iodide Composite
title_full_unstemmed Hydride Reduction by a Sodium Hydride-Iodide Composite
title_sort hydride reduction by a sodium hydride-iodide composite
publishDate 2017
url https://hdl.handle.net/10356/84845
http://hdl.handle.net/10220/41983
_version_ 1759856379489681408

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