Florobenzene as artificial nucleobases-base pairing and stacking interactions.
Base stacking is a complicated and not completely understood phenomenon that is influenced by contributions of electrostatic (dipole-dipole and dipole-induced dipole) interactions, dispersion (permanent dipole-induced dipole) effects and solvation effects. The plots of those factors did not show qualitative correlation (Guckian et al., J. Am. Chem. Soc. 1996, 118, 8182-8183). We tried to correlate the stacking and solvation contributions with lipophilicity, extent of fluorine substitution and dipole moment.
Zivkovic
Aleksandra
A
Institute for Organic Chemistry and Chemical Biology, Johann Wolfgang Goethe-University, Frankfurt am Main, Germany.
Engels
Joachim W
JW
D020029:Base Pairing; D005461:Fluorine; D005464:Fluorobenzenes / Q000737:chemistry*; D009705:Nucleosides / Q000138:chemical synthesis / Q000737:chemistry*; D013816:Thermodynamics
D005464:Fluorobenzenes; D009705:Nucleosides; D005461:Fluorine