Hydrogen-Bond Controlled π-Dimerization in Viologen-Appended Calixarenes: Revealing a Subtle Balance of Weak Interactions

…, J Wytko, J Weiss, E Saint-Aman, C Bucher

Index: Iordache, Adriana; Oltean, Mircea; Milet, Anne; Thomas, Fabrice; Baptiste, Benoit; Saint-Aman, Eric; Bucher, Christophe Journal of the American Chemical Society, 2012 , vol. 134, # 5 p. 2653 - 2671

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Citation Number: 4

Abstract

The intramolecular π-dimerization between two 4, 4′-bipyridinium cation radicals directly connected to the wide rim of a calixarene is described. The ability of a phenol-containing calixarene to dimerize in its two-electron-reduced state depends on a subtle balance of weak interactions associated with hydrogen bond formation on the lower rim and orbital overlap between π-radicals on the upper rim.