Di-and trinuclear Zn2+ complexes of calyx

Cacciapaglia, Roberta and Casnati, Alessandro and Mandolini, Luigi and Reinhoudt, David N. (2005) Di-and trinuclear Zn2+ complexes of calyx. Journal of Organic Chemistry, 70 (2). pp. 624-630. ISSN 0022-3263

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Abstract:	The calix[4]arene scaffold, blocked in the cone conformation by proper alkylation of the lower rim hydroxyls, was used as a convenient molecular platform for the design of bi- and trimetallic Zn2+ catalysts. The catalytic activity of the Zn2+ complexes of calix[4]arenes decorated at the 1,2-, 1,3-, and 1,2,3-positions of the upper rim with 2,6-bis[(dimethylamino)methyl]pyridine units were investigated in the cleavage of ester 6 and of the RNA model compound HPNP. High rate enhancements, up to 4 orders of magnitude, were observed in a number of catalyst−substrate combinations. Interestingly the order of catalytic efficiency among regioisomeric dinuclear complexes in the cleavage of ester 6 is 1,2-vicinal 1,3-distal, but it is reversed in the reaction of HPNP. The higher efficiency of trinuclear compared to dinuclear complexes provides an indication of the cooperation of three Zn2+ ions in the catalytic mechanism.
Item Type:	Article
Copyright:	© 2005 American Chemical Society
Research Group:	Supramolecular Chemistry and Technology (SMCT)
Link to this item:	http://purl.utwente.nl/publications/52893
Official URL:	http://dx.doi.org/10.1021/jo0487350
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