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A Protocol for Safe Lithiation Reactions Using Organolithium Reagents
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Structure of ternary imide Li2Ca(NH)2 and hydrogen storage mechanisms in amide-hydride system

Hui Wu1

  • 1NIST Center for Neutron Research, National Institute of Standards and Technology, 100 Bureau Drive, MS 8562, Gaithersburg, Maryland 20899-6102, USA. huiwu@nist.gov

Journal of the American Chemical Society
|May 1, 2008
PubMed

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Amide reduction requires two equivalents of the reducing agent, acting as a source of hydride ions. As shown in the figure, the reaction is initiated with a nucleophilic attack by the hydride ion at the carbonyl carbon to form a tetrahedral intermediate.
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Acid-catalyzed hydrolysis:
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