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Layered Materials with Coexisting Acidic and Basic Sites for Catalytic One-Pot Reaction Sequences

2009; American Chemical Society; Volume: 131; Issue: 23 Linguagem: Inglês

10.1021/ja9012003

1943-2984

Ken Motokura, Mizuki Tada, Yasuhiro Iwasawa,

Synthetic Organic Chemistry Methods

Acidic montmorillonite-immobilized primary amines (H-mont-NH(2)) were found to be excellent acid-base bifunctional catalysts for one-pot reaction sequences, which are the first materials with coexisting acid and base sites active for acid-base tamdem reactions. For example, tandem deacetalization-Knoevenagel condensation proceeded successfully with the H-mont-NH(2), affording the corresponding condensation product in a quantitative yield. The acidity of the H-mont-NH(2) was strongly influenced by the preparation solvent, and the base-catalyzed reactions were enhanced by interlayer acid sites.