Issue 5, 1996

Rigid cone calix[4]arenes as π-donor systems: complexation of organic molecules and ammonium ions in organic media

Abstract

One step synthesis of calix[4]arene biscrowns, with a rigid cone structure and alkyl or phenyl groups at the ‘upper rim’, has been performed. The binding ability of these rigidified cone calix[4]arenes 1–4,13 has been evaluated, in apolar organic media, towards neutral organic molecules and ammonium cation salts. Comparison with more flexible analogues 5,6,11 shows that only rigid cone calix[4]arenes are able to complex organic species. The association constants strongly depend on the type of substituents present at the upper rim. The X-ray crystal structure of the endo complex p-cyclohexyl-25,26-27,28-biscrown-3-calix[4]arene 3 with CH3NO2 has been resolved.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 2, 1996, 839-846

Rigid cone calix[4]arenes as π-donor systems: complexation of organic molecules and ammonium ions in organic media

A. Arduini, W. M. McGregor, D. Paganuzzi, A. Pochini, A. Secchi, F. Ugozzoli and R. Ungaro, J. Chem. Soc., Perkin Trans. 2, 1996, 839 DOI: 10.1039/P29960000839

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