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Title: Hydride Reduction by a Sodium Hydride-Iodide Composite
Authors: Too, Pei Chui
Chan, Guo Hao
Tnay, Ya Lin
Hirao, Hajime
Chiba, Shunsuke
Keywords: Decyanation
Sodium hydride
Issue Date: 2016
Source: 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.
Series/Report no.: Angewandte Chemie International Edition
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.
ISSN: 1433-7851
DOI: 10.1002/anie.201600305
Schools: School of Physical and Mathematical Sciences 
Rights: © 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.
Fulltext Permission: open
Fulltext Availability: With Fulltext
Appears in Collections:SPMS Journal Articles

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