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Literature DB >> 22145970

Cage-catalyzed Knoevenagel condensation under neutral conditions in water.

Takashi Murase¹, Yuki Nishijima, Makoto Fujita.

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.

Entities: Chemical

Year: 2011 PMID： 22145970 DOI： 10.1021/ja210068f

Source DB: PubMed Journal: J Am Chem Soc ISSN： 0002-7863 Impact factor: 15.419

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Cited

23 in total

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Authors: William M Hart-Cooper; Carmelo Sgarlata; Charles L Perrin; F Dean Toste; Robert G Bergman; Kenneth N Raymond
Journal: Proc Natl Acad Sci U S A Date: 2015-11-30 Impact factor: 11.205

2. [Cr(III)8M(II)6](12+) Coordination Cubes (M(II)=Cu, Co).

Authors: Sergio Sanz; Helen M O'Connor; Eufemio Moreno Pineda; Kasper S Pedersen; Gary S Nichol; Ole Mønsted; Høgni Weihe; Stergios Piligkos; Eric J L McInnes; Paul J Lusby; Euan K Brechin
Journal: Angew Chem Int Ed Engl Date: 2015-04-17 Impact factor: 15.336

10. Pairwise assembly of organopalladium(II) units with cyanurato(3-) and trithiocyanurato(3-) ligands: formation of chiral Pd12, Pd10, and Pd9 cage-molecules.

Authors: Claire A Murray; Christine J Cardin; Barnaby W Greenland; Andrew Swift; Howard M Colquhoun
Journal: Inorg Chem Date: 2013-09-05 Impact factor: 5.165

Cage-catalyzed Knoevenagel condensation under neutral conditions in water.

1. Protein-like proton exchange in a synthetic host cavity.

2. [Cr(III)8M(II)6](12+) Coordination Cubes (M(II)=Cu, Co).

3. Design and Applications of Water-Soluble Coordination Cages.

4. Highly efficient catalysis of the Kemp elimination in the cavity of a cubic coordination cage.

5. Understanding Gas Storage in Cuboctahedral Porous Coordination Cages.

6. Moderated Basicity of Endohedral Amine Groups in an Octa-Cationic Self-Assembled Cage.

7. Acidic open-cage solution containing basic cage-confined nanospaces for multipurpose catalysis.

8. Coordination Cage-Based Emulsifiers: Templated Formation of Metal Oxide Microcapsules Monitored by In Situ LC-TEM.

9. Mild polyaddition and polyalkylation based on the carbon-carbon bond formation reaction of active methylene.

10. Pairwise assembly of organopalladium(II) units with cyanurato(3-) and trithiocyanurato(3-) ligands: formation of chiral Pd12, Pd10, and Pd9 cage-molecules.