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  • Title: Calix[4]arene-based Zn2+ complexes as shape- and size-selective catalysts of ester cleavage.
    Author: Cacciapaglia R, Casnati A, Mandolini L, Reinhoudt DN, Salvio R, Sartori A, Ungaro R.
    Journal: J Org Chem; 2005 Jul 08; 70(14):5398-402. PubMed ID: 15989318.
    Abstract:
    [structures: see text] 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.
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