Substituent effects on non-covalent interactions with aromatic rings: Insights from computational chemistry

Rajesh K. Raju, Jacob W G Bloom, Yi An, Steven E. Wheeler

Research output: Contribution to journalArticle

101 Citations (Scopus)


Non-covalent interactions with aromatic rings pervade modern chemical research. The strength and orientation of these interactions can be tuned and controlled through substituent effects. Computational studies of model complexes have provided a detailed understanding of the origin and nature of these substituent effects, and pinpointed flaws in entrenched models of these interactions in the literature. Here, we provide a brief review of efforts over the last decade to unravel the origin of substituent effects in π-stacking, XH/π, and ion/π interactions through detailed computational studies. We highlight recent progress that has been made, while also uncovering areas where future studies are warranted.

Original languageEnglish
Pages (from-to)3116-3130
Number of pages15
Issue number17
Publication statusPublished - 9 Dec 2011
Externally publishedYes



  • ab initio calculations
  • density functional calculations
  • non-covalent interactions
  • stacking interactions
  • supramolecular chemistry

ASJC Scopus subject areas

  • Atomic and Molecular Physics, and Optics
  • Physical and Theoretical Chemistry

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