Synthesis of 2-quinuclidonium by eliminating water: experimental quantification of the high basicity of extremely twisted amides.
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چکیده
منابع مشابه
Sc(OTf)3-catalyzed synthesis of anhydrides from twisted amides.
A novel synthesis of anhydrides from twisted amides is reported. Sc(OTf)3 catalysis in the presence of water is used to synthesize anhydrides in one step from amides without external nucleophiles. Mechanistic studies indicate that the coordination of the catalyst is critical to induce the challenging N-C activation step. This process further highlights the utility of twisted amides in organic s...
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deviation from planarity—such as observed during cis/trans isomerization occurring in protein folding—should result in major changes in reactivity and other chemical properties of the amide bond. For example, rotation of the amide bond is coupled with formal rehybridization of the nitrogen atom to sp, with attendant pyramidalization and greatly increased basicity. The most common experimental a...
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ورودعنوان ژورنال:
- Journal of the American Chemical Society
دوره 129 7 شماره
صفحات -
تاریخ انتشار 2007