Beilstein J. Org. Chem.2012,8, 112–117, doi:10.3762/bjoc.8.12
10.3762/bjoc.8.12 Abstract The conformational isomerism and stereoelectronic interactions present in 2'-haloflavonols were computationally analyzed. On the basis of the quantum theory of atoms in molecules (QTAIM) and natural bond orbital (NBO) analysis, the conformer stabilities of 2'-haloflavonols were
found to be dictated mainly by a C=O···H–O intramolecular hydrogen bond, but an unusual C–F···H–O hydrogen-bond and intramolecular C–X···O nonbonding interactions are also present in such compounds.
Keywords: conformational analysis; 2'-haloflavonols; intramolecular hydrogen bond; nonbonding
ubiquitous than one imagines and can determine crystal structures [10] and the binding of biological molecules [11] and may possibly be the main forces in determining conformational preferences in molecular systems.
2'-Haloflavonols are important compounds with widespread use as bioactive molecules
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Graphical Abstract
Figure 1:
2'-Haloflavonols and the α and β torsional angles.