2 research outputs found
Comparable Strength of OH–O versus OH−π Hydrogen Bonds in Hydrogen-Bonded 2,3-Benzofuran Clusters with Water and Methanol
Two
different types of hydrogen bond, which are classified into
a familiar OH–O and a relatively weak OH−π one,
have been compared in the 1:1 hydrogen-bonded 2,3-benzofuran clusters
with water and methanol molecules. By applying fluorescence-detected
infrared spectroscopy and dispersed fluorescence spectroscopy, two
isomers having different types of hydrogen bonds are distinguished.
From the calculated stabilization energy as well as the frequency
shift of the OH stretching vibration in each cluster, these two isomers
are almost equally stable, although that of OH−π type
is usually thought to be relatively weak. It is suggested that the
origin of the weak OH–O hydrogen bond is derived from the lower
availability for a hydrogen bond acceptor on the oxygen atom of a
heteroaromatic ring, which is attributed to the larger furan aromaticity
Appendix B. Comparisons of four different modeling techniques.
Comparisons of four different modeling techniques