This work was supported by the U. S. National Science Foundation (CHE-9307582), the Italian Consiglio Nazionale delle Ricerche, NATO, and the Alfred P. Sloan Foundation (J.S.S).
Polar Interactions between Stacked π Systems in Fluorinated 1,8-Diarylnaphthalenes: Importance of Quadrupole Moments in Molecular Recognition†
Article first published online: 22 DEC 2003
Copyright © 1995 by VCH Verlagsgesellschaft mbH, Germany
Angewandte Chemie International Edition in English
Volume 34, Issue 9, pages 1019–1020, May 15, 1995
How to Cite
Cozzi, F., Ponzini, F., Annunziata, R., Cinquini, M. and Siegel, J. S. (1995), Polar Interactions between Stacked π Systems in Fluorinated 1,8-Diarylnaphthalenes: Importance of Quadrupole Moments in Molecular Recognition. Angew. Chem. Int. Ed. Engl., 34: 1019–1020. doi: 10.1002/anie.199510191
- Issue published online: 22 DEC 2003
- Article first published online: 22 DEC 2003
- Manuscript Received: 1 DEC 1994
- fluorine compounds;
- molecular recognition;
- stacking interactions
T-shaped arrangements in the homodimers A and C of benzene and hexafluorobenzene, respectively, are rationalized by polar effects, but face-to-face stacking dominates in the 1:1 heterodimer B. The dynamics of a series of fluorinated 1,8-diarylnaphthalenes clearly demonstrate the dependence of arene–arene interactions on the electronic characteristics of the arenes. The results are important for the design of supramolecular structures.