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Experimental and computational investigations on the high binding-selectivity of pyrimidine derivatives by a pillar[5]arene.
- Source :
-
Supramolecular Chemistry . Dec2018, Vol. 30 Issue 12, p977-981. 5p. - Publication Year :
- 2018
-
Abstract
- The binding selectivity of an adenine-monofunctionalized pillar[5]arene (H) with a series of pyrimidine derivatives were investigated through 1H NMR experiments and density functional theory (DFT) study. High binding-selectivity was demonstrated. Typically, H displayed very strong binding strength with 6-(2,4-dioxo-3, 4-dihydropyrimidin-1 (2H)-yl)hexanenitrile (G1) [Ka >105 M−1], up to about 3000-fold as compared with 1-hexylpyrimidine-2,4(1H, 3H)-dione (G5) [Ka = 31 M−1]. The strong binding ability of H with G1 was due to the cooperative multiple hydrogen bond, dipole-dipole, C-H···π and π···π interactions. The high binding-selectivity was also verified by calculation results. The calculated interaction energy (ΔEi) of G1⊂H was −12.92 Kcal·mol−1 while that of G5⊂H was −2.85 Kcal·mol−1. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 10610278
- Volume :
- 30
- Issue :
- 12
- Database :
- Academic Search Index
- Journal :
- Supramolecular Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 131927180
- Full Text :
- https://doi.org/10.1080/10610278.2018.1510123