Parsing of the free energy of aromatic-aromatic stacking interactions in solution

Research output: Contribution to journalResearch articleContributedpeer-review

Contributors

Abstract

We report an analysis of the energetics of aromatic-aromatic stacking interactions for 39 non-covalent reactions of self- and hetero-association of 12 aromatic molecules with different structures and charge states. A protocol for computation of the contributions to the total energy from various energetic terms has been developed and the results are consistent with experiment in 92% of all the systems studied. It is found that the contributions from hydrogen bonds and entropic factors are always unfavorable, whereas contributions from van-der-Waals, electrostatic and/or hydrophobic effects may lead to stabilizing or destabilizing factors depending on the system studied. The analysis carried out in this work provides an answer to the questions "What forces stabilize/destabilize the stacking of aromatic molecules in aqueous-salt solution and what are their relative importance?"

Details

Original languageEnglish
Pages (from-to)1424-1434
Number of pages11
JournalJournal of Chemical Thermodynamics
Volume43
Issue number10
Publication statusPublished - Oct 2011
Peer-reviewedYes

External IDs

ORCID /0000-0002-2335-0260/work/142246476

Keywords

Keywords

  • Aromatic stacking, Energy decomposition, Hetero-association, Self-association