Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 14, Issue 11, Pages 3316-3322Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200701770
Keywords
calixarenes; host-guest systems; molecular platform; regioselectivity; supramolecular chemistry; synthetic methods
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An elegant methodology based on the synergistic combination of coordination and host-guest chemistry led to the highly efficient synthesis of a unique C-3v-symmetrical, calix[6]-arene-based molecular platform with three protected amino arms in alternating positions. The key step involves the formation of a stable supramolecular host-guest Zn-II complex from a C-6v-symmetrical calix[6]hexaamine. Indeed, in the presence of a polar neutral guest and a strong donor that acts as an exogenous ligand, three alternating amino groups of this calix[6]hexaamine are selectively coordinated to the Zn-II ion while the three others remain free and are thus much more reactive
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