Can dispersion forces govern aromatic stacking in an organic solvent?

Lixu Yang, John Brazier, Thomas Hubbard, David Rogers, Scott Cockroft

Research output: Contribution to journalArticlepeer-review

Abstract

Experimental support for the dominance of van der Waals dispersion forces in aromatic stacking interactions occurring in organic solution is surprisingly limited. Here, we have examined the size-dependence of aromatic stacking in an organic solvent. The interaction energy was found to vary by ~7.5 kJ mol–1 on going from a phenyl-phenyl to an anthracene-pyrene stack. Strikingly, the experimental data were highly correlated with dispersion energies determined using symmetry-adapted perturbation theory (SAPT), while the induction, exchange, electrostatic and solvation energy components correlated poorly. Both the experimental data and the SAPT-dispersion energies gave high-quality correlations with the change in solvent accessible area upon complexation. Thus, the size-dependence of aromatic stacking interactions is consistent with the dominance of van der Waals dispersion forces even in the presence of a competing polarizable solvent.
Original languageEnglish
Pages (from-to)912-916
Number of pages5
JournalAngewandte Chemie International Edition
Volume55
Issue number3
Early online date3 Dec 2015
DOIs
Publication statusPublished - 18 Jan 2016

Fingerprint

Dive into the research topics of 'Can dispersion forces govern aromatic stacking in an organic solvent?'. Together they form a unique fingerprint.

Cite this