Calix(4)arene-based Zn2+ complexes as shape- and size-selective catalysts of ester cleavage

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Cacciapaglia, Roberta and Casnati, Alessandro and Mandolini, Luigi and Reinhoudt, David N. and Salvio, Riccardo and Sartori, Andrea and Ungaro, Rocco (2005) Calix(4)arene-based Zn2+ complexes as shape- and size-selective catalysts of ester cleavage. Journal of Organic Chemistry, 70 (14). pp. 5398-5402. ISSN 0022-3263

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Abstract:The kinetics of methanolysis of a number of esters endowed with a carboxylate anchoring group have been investigated in the presence of di- and trinuclear Zn2+ complexes of calix[4]arenes functionalized at the upper rim with nitrogen ligands. The results (i) emphasize the importance of a good match between ester size and intermetal distance, (ii) reveal a substrate independent superiority of the 1,2-vicinal dinuclear catalyst 1-Zn2 to its 1,3-distal regioisomer 2-Zn2, and (iii) provide further evidence for the concurrence of the three metal ions of 3-Zn3 in the catalytic mechanism.
Item Type:Article
Copyright:© 2005 American Chemical Society
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Link to this item:http://purl.utwente.nl/publications/53008
Official URL:http://dx.doi.org/10.1021/jo050196r
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Metis ID: 225114