Conservation of structure and dynamic behavior in triazine macrocycles with opportunities for subtle control of hinge motion.
| Autor: | Patterson-Gardner C; Department of Chemistry & Biochemistry, Texas Christian University, Fort Worth, TX 76129, USA. e.simanek@tcu.edu., Pan H; Department of Chemistry, The University of North Texas in Denton, Denton, TX 76203, USA., Janesko BG; Department of Chemistry & Biochemistry, Texas Christian University, Fort Worth, TX 76129, USA. e.simanek@tcu.edu., Simanek EE; Department of Chemistry & Biochemistry, Texas Christian University, Fort Worth, TX 76129, USA. e.simanek@tcu.edu. |
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| Jazyk: | angličtina |
| Zdroj: | Organic & biomolecular chemistry [Org Biomol Chem] 2024 Dec 19. Date of Electronic Publication: 2024 Dec 19. |
| DOI: | 10.1039/d4ob01751j |
| Abstrakt: | Modifying the backbone of 24-atom macrocycles allows tailoring of physical properties (octanol-water partition coefficients, log P ) while conserving both conformation and the barrier to dynamic, hinge-like motion. Structure is determined by 1D and 2D NMR spectroscopy. The barrier can be subtly tuned by modifications that appear to preclude fully revolute motion and efficient π-stacking of the two subunits. The log P values increase as expected across this series, and the correlation between computed and observed values reinforces the belief of common structure and behavior across this class of macrocycles. |
| Databáze: | MEDLINE |
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