Substituent effects on cation-pi interactions: a quantitative study.
basic_science · Level V
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- Record sourced from PubMed, PMID 11959939.
- Also identified by PMC identifier 122686.
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Abstract
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 interaction (+2 kJ/mol(-1)).
Medical subject headings
- Cations
- Pyridinium Compounds