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Cage-catalyzed Knoevenagel condensation under neutral conditions in water.

Authors
Type
Published Article
Journal
Journal of the American Chemical Society
1520-5126
Publisher
American Chemical Society
Publication Date
Volume
134
Issue
1
Pages
162–164
Identifiers
DOI: 10.1021/ja210068f
PMID: 22145970
Source
Medline

Abstract

A cationic coordination cage dramatically accelerates the Knoevenagel condensation of aromatic aldehydes in water under neutral conditions. The addition of a nucleophile to the aldehyde to generate anionic intermediates seems to be facilitated by the cationic environment of the cavity. The products are ejected from the cage as a result of the host-guest size discrepancy. As a result, the condensation is promoted by a catalytic amount of the cage.

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