without changing your settings we'll assume you are happy to receive all RSC cookies.
You can change your cookie settings by navigating to our Privacy and Cookies page and following the instructions. These instructions
are also obtainable from the privacy link at the bottom of any RSC page.
Intermolecular interactions responsible for the absence of chiral recognition: aromatic C–H O hydrogen bonding in the crystal structure of 3-chloro-9,13-dibutylamino-1-hydroxypropyl-6-trifluomethylphenanthrene propan-2-ol solvate hydrochloride
Both the 3-Cl and the more remote 6-CF3 groups in 1-dechlorohalofantrine 3 promote strong edge-to-edge aromatic O H(1)–C interactions, similar to those found in thiamine picrate 6, which we suggest inhibit the resolution of 3 on chiral HPLC columns, whereas the 1-Cl substituent in halofantrine itself 2 blocks this interaction and allows resolution via chiral π–π face stacking.
Fetching data from CrossRef. This may take some time to load.
Journal of the Chemical Society, Chemical Communications
- Information Point
This text is added as a work around for heading error in Accessibility testing