Abstract
It was found that the "cone" - "partial-cone" equilibrium in 25,26,27,28-tetramethoxycalix[4]arene derivatives is sensitively affected by the solvent polarity: the cone% increases with the increase in the solvent polarity. The novel finding was rationalized in terms of the difference in the dipole moment: cone conformers with four dipole moments orientating into the same direction are more polar than partial-cone conformers with one inverted phenyl unit and therefore are more stabilized in polar solvents. Alkali metal cations such as Li+ and Na+ strongly interact with four methoxy oxygens, resulting in the shift of the equilibrium to cone.
Original language | English |
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Pages (from-to) | 9937-9946 |
Number of pages | 10 |
Journal | Tetrahedron |
Volume | 49 |
Issue number | 44 |
DOIs | |
Publication status | Published - 1993 |
All Science Journal Classification (ASJC) codes
- Biochemistry
- Drug Discovery
- Organic Chemistry