title: IR spectral and structural changes caused by the conversion of 3-hydroxybenzaldehyde into the oxyanion.
abstract: The spectral and structural changes, caused by the conversion of the 3-hydroxybenzaldehyde molecule into the corresponding oxyanion have been studied by IR spectra, and MP2 and DFT force field calculations. The conversion causes a 13 cm(-1) decrease in the frequency of the carbonyl stretching band nu(Cz=O), a 1.3-fold increase in its integrated intensity, strong intensity increases (2.1-5.3-fold) of the aromatic skeletal nu8 and nu19 as well as formyl nu(CH) bands. According to the calculations the oxyanionic charge is delocalized over aldehyde group (0.37 e-), phenylene ring (0.12 e-) and oxyanionic center (0.52 e-). The conversion into the oxyanion leads to geometry changes in the whole species, but it remains planar.
authors.affiliation: Institute of Organic Chemistry, Bulgarian Academy of Sciences, Acad G Bonchev Str., 1113, Sofia, Bulgaria. bs@orgchm.bas.bg <bs@orgchm.bas.bg>
authors.forename: B A
authors.initials: BA
authors.lastname: Stamboliyska
authors.forename: E A
authors.initials: EA
authors.lastname: Velcheva
authors.forename: I G
authors.initials: IG
authors.lastname: Binev
mesh_terms: D000838:Anions / Q000737:chemistry; D001547:Benzaldehydes / Q000737:chemistry*; D004563:Electrochemistry; D015394:Molecular Structure; D013055:Spectrophotometry, Infrared; D013816:Thermodynamics
chemical_list: D000838:Anions; D001547:Benzaldehydes; C011275:3-hydroxybenzaldehyde