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Cation–π interactions arise from an electrostatic interaction between a positively charged ion and the partial negative on the face of an aromatic ring, which results from the quadrupole moment of the aromatic ring (Figure 7.1).1  This quadrupole moment arises from the difference in electronegativity of the sp2-hybridized carbons and hydrogens in the aromatic ring. While these interactions are often seen with aromatic rings, it should be noted that the aromaticity is not a necessity for this interaction, rather just the Coulombic interaction between a partial negative π surface and a cation is necessary.3 

Computational...

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