Understanding the Conformational Behavior of Fluorinated Piperidines: The Origin of the Axial-F Preference.
Chemistry
; 26(28): 6141-6146, 2020 May 15.
Article
in En
| MEDLINE
| ID: mdl-32270524
ABSTRACT
Gaining an understanding of the conformational behavior of fluorinated compounds would allow for expansion of the current molecular design toolbox. In order to facilitate drug discovery efforts, a systematic survey of a series of diversely substituted and protected fluorinated piperidine derivatives has been carried out using NMR spectroscopy. Computational investigations reveal that, in addition to established delocalization forces such as charge-dipole interactions and hyperconjugation, solvation and solvent polarity play a major role. This work codifies a new design principle for conformationally rigid molecular scaffolds.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Language:
En
Journal:
Chemistry
Journal subject:
QUIMICA
Year:
2020
Document type:
Article
Affiliation country:
Alemania