Differential and substrate-selective reactivity of calix[4]arene derivatives with cyclenyl-Zn(II) modifications at the upper rim

Gulsum Ozturk; Engin U Akkaya

doi:10.1021/ol0360694

Differential and substrate-selective reactivity of calix[4]arene derivatives with cyclenyl-Zn(II) modifications at the upper rim

Org Lett. 2004 Jan 22;6(2):241-3. doi: 10.1021/ol0360694.

Authors

Gulsum Ozturk¹, Engin U Akkaya

Affiliation

¹ Department of Chemistry, Middle East Technical University, Ankara TR-06531, Turkey.

PMID: 14723538
DOI: 10.1021/ol0360694

Abstract

[structure: see text] Novel "cone conformation" calix[4]arene derivatives, carrying either one or two cyclen (1,4,7,10-tetra-azacyclododecane) moieties at the upper rim, have been synthesized. The hydrolytic activities of the Zn(II) complexes of these calixarenes were studied. A surprising behavior was observed with p-nitrophenylstearate; whereas the bis-cyclenyl-2Zn(II) complex showed negligible hydrolytic activity over the background, the mononuclear complex showed a significant 400-fold rate increase at pH 8.5.