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Synfacts 2008(12): 1343-1343  
DOI: 10.1055/s-0028-1083552
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Organocatalysis with Polystyrene-Supported PAMAM Dendrimers

Contributor(s): Yasuhiro Uozumi, Yoichi M. A. Yamada, Maki Minakawa
G. R. Krishnan, K. Sreekumar*
Cochin University of Science and Technology, India
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Publication History

Publication Date:
20 November 2008 (online)

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Significance

The first use of polystyrene supported-poly-(amidoamine) (PAMAM) dendrimers as heterogeneous organocatalysts for C-C bond formation is described. Knoevenagel condensation of benzaldehyde (5 mmol) with malononitrile (5 mmol) was catalyzed by polystyrene-supported 1st-3rd generation PAMAM dendrimers (G1-G3PAMAM on PS) to give benzylidene malononitrile (G1PAMAM on PS: 42% yield, 60 min; G2: 91%, 60 min; G3: 100%, 15 min). Thirty examples of Knoevenagel condensations were performed by using 5 mol% of G3PAMNAM on PS 1 (95-100% isolated yield).