Faculty Publications
Circular Dichroism of Michellamines: Independent Assignment of Axial Chirality by Calculated and Experimental CD Spectra
Document Type
Article
Journal/Book/Conference Title
Tetrahedron
Volume
50
Issue
26
First Page
7807
Last Page
7814
Abstract
The circular dichroic behavior of the michellamines, dimeric naphthylisoquinoline alkaloids, was investigated. Due to the molecular size and conformational flexibility, which makes direct calculations of the CD spectra very difficult, and because of the lack of direct standards for an empirical comparison, there is no simple possibility for the interpretation of the CD spectra of such quateraryls. The chiroptical contributions of the particular stereogenic elements were shown to behave largely additively and thus allow comparison of spectra of the quateraryls with those of the corresponding 'monomeric' naphthylisoquinolines. This comparison was performed first of all with the experimental and theoretical CD spectra of ancistrobrevine B, then with the predicted spectra of the authentic molecular 'halves' of the michellamines. © 1994.
Department
Department of Chemistry and Biochemistry
Original Publication Date
1-1-1994
DOI of published version
10.1016/S0040-4020(01)85264-9
Recommended Citation
Manfredi, Kirk; Bringmann, Gerhard; Gulden, Klaus Peter; Hallock, Yali F.; Cardellina, John H.; Boyd, Michael R.; Kramer, Bernd; and Fleischhauer, Jörg, "Circular Dichroism of Michellamines: Independent Assignment of Axial Chirality by Calculated and Experimental CD Spectra" (1994). Faculty Publications. 6256.
https://scholarworks.uni.edu/facpub/6256
