Study of lone pair-arene interactions in solution

ORGN 116

Yan Zou, zouy@muohio.edu and Benjamin W. Gung, gungbw@muohio.edu. Department of Chemistry and Biochemistry, Miami University, Oxford, OH 45056
Noncovalent interactions involving aromatic rings are key processes in chemical and biological recognition. While the concept of attractive l.p.-p interaction is counterintuitive, this type of attraction was observed by crystallographic evidence. H2O (lp)-p (cytosine) interaction in an RNA pseudoknot has been reported. Recent ab initio studies indicate that lp-p interaction is favorable with electron-deficient p-systems. For the first time, we are able to determine the magnitude of this weak interaction using our model system. Substituent effects and contact geometry will be discussed.