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Interactive N→ Delocalizations That Control an Aqueous Organic Equilibrium

YH Fan,J Haseltine

Tetrahedron letters（1996）

Cited 2|Views6
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Abstract
Hydrated acetaldehydes were condensed in D2O with substituted alcohols and thiols to determine ΔG of hemiacetalization by 1H NMR. Specific n→σ∗ delocalizations in the alkoxy/alkylthio functionality of the product interact to influence n→σ∗ delocalization in the hemiacetal functionality. Delocalization in the latter functionality controls ΔG.
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