Preference for Na+-pi binding over Na+-dipole binding in Na+-arene interactions.
The cation binding of dipolar aromatics was investigated employing computational techniques. In most cases, cation binding at the pi region of the aromatic (the cation-pi interaction), which can be thought of as a cation-quadrupole interaction, is preferred over cation binding at the negative end of the dipole moment. Surprisingly, in some cases, the cation-dipole complex is not even a minimum on the potential energy surface.
Department of Chemistry, Saint Louis University, 3501 Laclede Avenue, Saint Louis, Missouri 63103, USA.
Michelle
M
Watt
JiYoung
J
Hwang
Kevin W
KW
Cormier
Michael
M
Lewis
D005464:Fluorobenzenes / Q000737:chemistry; D006841:Hydrocarbons, Aromatic / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D012964:Sodium / Q000737:chemistry*; D013379:Substrate Specificity; D013816:Thermodynamics
D005464:Fluorobenzenes; D006841:Hydrocarbons, Aromatic; D012964:Sodium