Article
Substituent effects on cation-pi interactions: a quantitative study.
Proceedings of the National Academy of Sciences of the United States of America - 16 Apr 2002
Hunter Christopher A, Low Caroline M R, Rotger Carmen, Vinter Jeremy G, Zonta Cristiano
Abstract excerpt
A synthetic supramolecular complex has been adapted to quantify cation-pi interactions in chloroform by using chemical double-mutant cycles. The interaction of a pyridinium cation with the pi-face of an aromatic ring is found to be very sensitive to the pi-electron density. Electron-donating substituents lead to a strong attractive interaction (-8 kJ/mol(-1)), but electron-withdrawing groups lead to a repulsive...
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