Abstract
In this study, two compounds of triethylene glycol bistosylate (C20H26O8S2, I) and 1,8-bis(4-nitrophenoxy)-3,6-dioxaoctane (C18H20N2O8, II) were synthesized. Their structures were characterized by 1H NMR, 13C NMR, FT-IR, melting-point and elemental analysis, as well as X-ray single-crystal diffraction. The analyses of X-ray single crystal diffraction showed that the monomer of compound I was in sigmoid conformation due to the intramolecular C-H···π interaction, furthermore, a 3D network structure was constructed by five C-H···O hydrogen bonds. Unlike the compound I, the compound II was linked by two C-H···O hydrogen bonds through nitro and aromatic rings to form a 2D network structure. Host-guest chemistry of compounds II and β-cyclodextrin was also investigated by 1H NMR, FT-IR and UV-Vis spectra. The binding ratio of the compound II and β-cyclodextrin was 1:2 and the association constant Ka was 5.31 × 104 L2·mol−2 obtained by UV-Vis spectra.
GRAPHICAL ABSTRACT
The X-ray single-crystal structural characterization suggests that the compound I was in sigmoid conformation due to the intramolecular C-H···π interaction, furthermore, a 3D network structure was constructed by five C-H···O hydrogen bonds formed between the monomers through SO3 groups and the hydrogen atoms on the surrounding three monomers glycol. The compound II was linked by two C-H···O hydrogen bonds through nitro and aromatic rings to form a 2D network structure.
The two triethylene glycol derivatives (compound I, compound II) have been synthesized and characterized by 1H NMR, IR, melting point, elemental analysis and X-ray single crystal diffraction.
The single crystals of compound I and compound II were cultured, and their intermolecular solid-state structures and weak interactions were obtained by X-ray single crystal diffraction.
The compound I was in special sigmoid conformation due to the intramolecular C-H···π interaction and a 3D network structure was constructed by five intermolecular C-H···O hydrogen bonds.
The compound II was linked by two C-H···O hydrogen bonds through nitro and aromatic rings to form a 2D network structure.
The H-bonding interactions in the compound I and compound II were studied.
The host-guest chemistry between compound II and β-cyclodextrin was investigated including the apparent stoichiometry ratio and the association constant (Ka) between them.