Remarkably facile ring-size control in macrocyclization: Synthesis of hemicucurbit[6]uril and hemicucurbit[12]uril

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Abstract

A question of concentration: The condensation of ethyleneurea and formaldehyde can be controlled perfectly by the HCl concentration to provide either a hemicucurbit[6]uril 1, which functions as a host, or hemicucurbit[12]uril 2, which acts as a gelating agent, in yields of 94 and 93%, respectively.

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Miyahara, Y., Goto, K., Oka, M., & Inazu, T. (2004). Remarkably facile ring-size control in macrocyclization: Synthesis of hemicucurbit[6]uril and hemicucurbit[12]uril. Angewandte Chemie - International Edition, 43(38), 5019–5022. https://doi.org/10.1002/anie.200460764

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