Structure of molecular tweezer complexes in the solid state: NMR experiments, X-ray investigations, and quantum chemical calculations

Torsten Schaller; Uta P Büchele; Frank-Gerrit Klärner; Dieter Bläser; Roland Boese; Steven P Brown; Hans Wolfgang Spiess; Felix Koziol; Jörg Kussmann; Christian Ochsenfeld

doi:10.1021/ja0666351

Structure of molecular tweezer complexes in the solid state: NMR experiments, X-ray investigations, and quantum chemical calculations

J Am Chem Soc. 2007 Feb 7;129(5):1293-303. doi: 10.1021/ja0666351.

Authors

Torsten Schaller¹, Uta P Büchele, Frank-Gerrit Klärner, Dieter Bläser, Roland Boese, Steven P Brown, Hans Wolfgang Spiess, Felix Koziol, Jörg Kussmann, Christian Ochsenfeld

Affiliation

¹ Universität Duisburg-Essen, Institut für Organische Chemie, D-45117 Essen, Germany. torsten.schaller@uni-due.de

PMID: 17263413
DOI: 10.1021/ja0666351

Abstract

The structure of supramolecular complexes formed by a naphthalene-spaced tweezer molecule as host and 1,4-dicyanobenzene (DCNB), 1,2,4,5-tetracyanobenzene (TCNB), and 7,7,8,8-tetracyano-p-quinodimethane (TCNQ) as aromatic, electron-deficient guests is investigated by solid-state NMR and X-ray diffraction measurements. Quantum chemical calculations using linear scaling methods are applied to predict and to assign the 1H NMR chemical shifts of the complexes. By combining experiment and theory, insights into intra- and intermolecular effects influencing the proton chemical shifts of the host-guest system are provided in the solid state.