Geronimo, Inacrist
- Pohang University of Science and Technology (POSTECH)
Abstract
Extended electron-deficient arenes are investigated as potential neutral receptors for polyanions. Anion binds via sigma interaction with extended arenes, which are composed solely of C and N ring atoms and CN substituents. As a result, the positive charge on the aromatic C is enhanced, consequently maximizing binding strength. Selectivity is achieved because different charge distributions can be obtained for target anions of a particular geometry. The halides F(-) and Cl(-) form the most stable complex with 6, while the linear N(3)(-) interacts most favorably with 7. The trigonal NO(3)(-) and tetrahedral ClO(4)(-) fit the 3-fold rotational axis of 6 but do not form stable complexes with 5 and 7. The Y-shaped HCOO(-) forms complexes with 4, 5, and 7, with the latter being the most stable. Thus, the anion complexes exhibit strong binding and the best geometrical fit between guest and host, reminiscent of Lego blocks.
Published in
Journal of Chemical Theory and Computation
2012, volume: 8, number: 1, pages: 274-280
Publisher: AMER CHEMICAL SOC
SLU Authors
UKÄ Subject classification
Theoretical Chemistry
Publication identifier
- DOI: https://doi.org/10.1021/ct200663x
Permanent link to this page (URI)
https://res.slu.se/id/publ/89950