6533b831fe1ef96bd1298de7

RESEARCH PRODUCT

Assignment of Configuration in a Series of Dioxolanone-Type Secondary Metabolites fromGuignardia bidwellii- A Comparison of VCD and ECD Spectroscopy

Lars AndernachJohannes C. LiermannTill OpatzIris BuckelEckhard ThinesLouis P. Sandjo

subject

Circular dichroismBlack rotbiologyComputational chemistryChemistryOrganic ChemistryVibrational circular dichroismAnalytical chemistryGuignardiaTime-dependent density functional theoryPhysical and Theoretical Chemistrybiology.organism_classificationSpectroscopy

description

The absolute configurations of a series of phytotoxic dioxolanone-type secondary metabolites isolated from culture filtrates of the grape black rot fungus Guignardia bidwellii were determined by vibrational circular dichroism (VCD) spectroscopy in the mid-IR frequency range. Comparison of the recorded data with DFT calculations showed good agreement between experiment and theory for VCD, whereas electronic circular dichroism (ECD) data for the compounds matched poorly with the predicted spectra obtained by time-dependent DFT (TDDFT) calculations at the same level of theory.

yearjournalcountryeditionlanguage
2013-07-26European Journal of Organic Chemistry
https://doi.org/10.1002/ejoc.201300530