Communication

Phenyl–Perfluorophenyl Stacking Interactions: A New Strategy for Supermolecule Construction†

  1. Dr. Geoffrey W. Coates,
  2. Alex R. Dunn,
  3. Lawrence M. Henling,
  4. Prof. Dennis A. Dougherty*,
  5. Prof. Dr. Robert H. Grubbs*

Article first published online: 22 DEC 2003

DOI: 10.1002/anie.199702481

Issue

Angewandte Chemie International Edition in English

Angewandte Chemie International Edition in English

Volume 36, Issue 3, pages 248–251, February 14, 1997

Additional Information

How to Cite

Coates, G. W., Dunn, A. R., Henling, L. M., Dougherty, D. A. and Grubbs, R. H. (1997), Phenyl–Perfluorophenyl Stacking Interactions: A New Strategy for Supermolecule Construction. Angew. Chem. Int. Ed. Engl., 36: 248–251. doi: 10.1002/anie.199702481

Author Information

  1. The Arnold and Mabel Beckman Laboratory of Chemical Synthesis, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125 (USA), Fax: Int. code +(818) 564-9297, e-mail: rhg@starbase1.caltech.edu

*The Arnold and Mabel Beckman Laboratory of Chemical Synthesis, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125 (USA), Fax: Int. code +(818) 564-9297, e-mail: rhg@starbase1.caltech.edu

  1. †

    Financial support of this work was provided by the National Science Foundation (USA). G. W. C. acknowledges an NSF Postdoctoral Fellowship, and A. R. D. thanks Caltech for a Summer Undergraduate Research Fellowship (SURF). The authors acknowledge Dr. J. Graves for assistance with FAB mass spectrometry and Prof. D. J. Sandman for helpful discussions.

Publication History

  1. Issue published online: 22 DEC 2003
  2. Article first published online: 22 DEC 2003
  3. Manuscript Received: 19 AUG 1996

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Keywords:

  • alkynes;
  • arenes;
  • polymerizations;
  • solid-state synthesis;
  • stacking interactions
Thumbnail image of graphical abstract

Photochemically induced polymerizations in the solid state of 1 · 2 and 3 depend on the intriguing interaction between phenyl and perfluorophenyl groups, which leads to an appropriate alignment of the molecules in the crystal. As with the 1:1 complex of benzene and hexafluorobenzene the diyne monomers are stacked alternately to form columns of arene groups.

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