Mechanistic investigations on the heterogeneous solid-state reaction of magnesium amides and lithium hydrides

Ping Chen1, Zhitao Xiong, Lefu Yang

  • 1Department of Physics, Faculty of Science, National University of Singapore, 10 Kent Ridge Crescent, Singapore 117542. phychenp@nus.edu.sg

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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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Organomagnesium halides, commonly known as Grignard reagents, convert acid halides to tertiary alcohols. The reaction requires two equivalents of the Grignard reagent and proceeds via a ketone intermediate.
Grignard reagents are a source of carbanions and function as nucleophiles. The mechanism begins with the nucleophilic attack by the carbanion at the carbonyl carbon of the acid halide to form a tetrahedral intermediate. Next, the carbonyl group is re-formed, and the halide ion departs,...
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