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More than just Random Mixtures: Synthesis of Higher-Order Oxacalixarenes
W. Van Rossom, M. Ovaere, L. Van Meervelt, W. Dehaen*, W. Maes
Katholieke Universiteit Leuven, Belgium
22 June 2009 (online)
Building off their earlier work (Org. Lett. 2006, 8, 4161) using nucleophilic aromatic substitution to synthesize oxacalixarenepyrimidines, the authors communicate a means by which higher-order (6, 8) calixarene derivatives can be made. The reaction is run under kinetic conditions, as longer reaction times and higher temperatures favor the formation of calixarenes, providing 3 and 4 with minimal side products. The products are easily purified using simple silica gel chromatography.