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- Title
Synthesis and Characterization of Two Sulfonated Resorcinarenes: A New Example of a Linear Array of Sodium Centers and Macrocycles.
- Authors
Sanabria, Edilma; Esteso, Miguel Ángel; Pérez-Redondo, Adrián; Vargas, Edgar; Maldonado, Mauricio
- Abstract
Two sulfonated resorcinarenes were synthesized by reacting C-tetra(butyl) resorcinarene or C-tetra(2-(methylthio)ethyl)resorcinarene with formaldehyde in the presence of sodium sulfite. Their structures were determined via FT-IR, 1H-NMR, 13C-NMR and mass spectrometry. Thermal gravimetric analyses of the derivatives were also carried out and revealed the presence of water molecules in the solid state. The sulfonated product of C-tetra(butyl)resorcinarene was characterized by an X-ray crystal structure determination. The asymmetric unit contains eight molecules of water and two of acetone, and analysis indicated that sulfonated resorcinarene prefers a cone configuration (rccc conformation) in the solid state. In the crystal array, classical hydrogen bond interactions O-H•••O and intermolecular contacts were observed. In the crystal packing, a linear array of capsules of sulfonated resorcinarenes was generated for a chain of sodium atoms and sulfonate groups.
- Subjects
RESORCINARENES; MACROCYCLIC compound synthesis; SODIUM sulfites; FOURIER transform infrared spectroscopy; NUCLEAR magnetic resonance; MASS spectrometry; HYDROGEN bonding interactions
- Publication
Molecules, 2015, Vol 20, Issue 6, p9915
- ISSN
1420-3049
- Publication type
Article
- DOI
10.3390/molecules20069915