4.8 Article

Cage-Catalyzed Knoevenagel Condensation under Neutral Conditions in Water

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 134, Issue 1, Pages 162-164

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja210068f

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Funding

  1. Global COE from MEXT, Japan
  2. Grants-in-Aid for Scientific Research [23750057] Funding Source: KAKEN

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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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