Synthesis and evaluation of deep cavity imidazolyl calix[ n ]arenes

Author： Chawla H.  

Publisher： Springer Publishing Company

ISSN： 0923-0750

Source： Journal of Inclusion Phenomena and Molecular Recognition in Chemistry , Vol.71, Iss.1-2, 2011-10, pp. : 169-178

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Abstract

A series of deep cavity diphenyl imidazolyl calix[n]arenes (4, 6, 8) have been obtained from readily available starting materials through a five step synthetic methodology involving appropriate alkylation of lower rim of preformed calixarene, formylation of the upper rim and subsequent condensation with aryl diketones in the presence of ammonium acetate and glacial acetic acid. Optimized reaction conditions for obtaining the titled derivatives in their cone configuration and their characterization by spectroscopic methods (IR, UV, NMR and FAB mass) have been delineated. The synthesized imidazolyl calixarenes have preliminarily been examined for selective recognition of monovalent metal ions (Li+, Na+, K+, Cs+, Ag+).

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