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- Title
Elucidating the Structural Isomerism of Fluorescent Strigolactone Analogue CISA-1.
- Authors
Goossens, Hannelore; Heugebaert, Thomas S. A.; Dereli, Busra; Van Overtveldt, Melissa; Karahan, Ozlem; Dogan, Ilknur; Waroquier, Michel; Van Speybroeck, Veronique; Aviyente, Viktorya; Catak, Saron; Stevens, Christian V.
- Abstract
The synthesis of a new potent strigolactone analogue (CISA-1), resulting in the formation of two interconverting structural isomers, which could not be identified, was recently reported. In the present study, a combined computational and experimental approach is used to identify the exact nature of these structural isomers. Although standard experimental techniques could not be used to determine the identity of the isomers, chromatographic methods excluded E/ Z isomerisation. Computational 1H NMR chemical shift values and DFT calculations on interconversion barriers strongly suggest that the CISA-1 isomers were interconverting ( Z)-configured atropisomers.
- Subjects
STRUCTURAL isomerism; ISOMERS; LACTONES; ORGANIC synthesis; CHROMATOGRAPHIC analysis; ATROPISOMERS
- Publication
European Journal of Organic Chemistry, 2015, Vol 2015, Issue 6, p1211
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.201403457