title: Quantum-chemical calculations on the electronic circular dichroism of (-)-dibromophakellin and (-)-dibromophakell-statin.
abstract: The CD spectra of the pyrrole-imidazole alkaloids, (-)-dibromophakellin and (-)-dibromophakellstatin, have been calculated employing the quantum-chemical time-dependent density functional theory. Comparison of calculated and measured spectra showed that this well-established method is also a useful tool to elucidate the absolute stereochemistry of this class of compounds. The computational results have further been used to analyze the spectra measured in methanol and to explain the remarkable red shift of one CD band when trifluoroethanol is used as a solvent instead of methanol.
authors.affiliation: Institute of Organic Chemistry, RWTH Aachen University, Aachen, Germany.
authors.forename: Iuliana
authors.initials: I
authors.lastname: Atodiresei
authors.forename: Michael
authors.initials: M
authors.lastname: Zöllinger
authors.forename: Thomas
authors.initials: T
authors.lastname: Lindel
authors.forename: Jörg
authors.initials: J
authors.lastname: Fleischhauer
authors.forename: Gerhard
authors.initials: G
authors.lastname: Raabe
mesh_terms: D047230:Agelas / Q000737:chemistry; D000470:Alkaloids / Q000737:chemistry; D000818:Animals; D002942:Circular Dichroism; D004563:Electrochemistry; D007093:Imidazoles / Q000737:chemistry*; D015394:Molecular Structure; D010879:Piperazines / Q000737:chemistry*; D011789:Quantum Theory; D013237:Stereoisomerism
chemical_list: D000470:Alkaloids; D007093:Imidazoles; D010879:Piperazines; C104805:dibromophakellstatin; C465248:phakellin