ol035626j_si_002.cif (37.88 kB)

Extreme Complementarity in a Macrocycle−Tweezer Complex

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posted on 13.11.2003 by Howard M. Colquhoun, Zhixue Zhu, David J. Williams
Interaction of a novel pyrene-based tweezer molecule with a macrocyclic ether-imide-sulfone results in formation of a strongly bound complex (Ka = 24 000 M-1) in which binding results not only from π−π stacking interactions involving pyrene units as donors and macrocyclic naphthalene-tetracarboximide and biphenylenedisulfone groups as acceptors but also from N−H···O and C−H···O hydrogen bonds and from “reverse” π-stacking of the electron-poor isophthaloyl residue of the tweezer with an electron-rich 3-aminophenoxy residue of the macrocyclic imide.