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

Roberta Cacciapaglia, Alessandro Casnati, Luigi Mandolini, David Reinhoudt, R. Salvio, Riccardo Salvio, A. Sartori, Rocco Ungaro

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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.
    Original languageUndefined
    Pages (from-to)5398-5402
    JournalJournal of organic chemistry
    Volume70
    Issue number14
    DOIs
    Publication statusPublished - 2005

    Keywords

    • METIS-225114
    • IR-53008

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