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J Am Chem Soc. 2005 Jun 22;127(24):8594-5.

Electrostatic control of aromatic stacking interactions.

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1
Centre for Chemical Biology, Department of Chemistry, Krebs Institute for Biomolecular Science, University of Sheffield, Sheffield S3 7HF, U.K.

Abstract

A supramolecular approach has been used to investigate the free energies of intermolecular aromatic stacking interactions. Chemical double mutant cycles have been used to measure the effect of a range of substituents on face-to-face stacking interactions with phenyl and pentafluorophenyl rings. Electrostatic effects dominate the trends in interaction energy.

PMID:
15954755
DOI:
10.1021/ja050880n
[Indexed for MEDLINE]
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