Issue 37, 2023

Effect on the conformation of monosubstituted pillar[5]arene: solvent, temperature, concentration and linker length

Abstract

A series of monosubstituted pillar[5]arenes (PIn) bearing a fluorescent probe (E)-4-[4-(dimethylamino)styryl-]-1-pyridinium were synthesized and characterized. The conformations of the monosubstituted pillar[5]arenes were investigated systematically by NMR and fluorescence spectroscopy and were found to be dependent on solvent polarity, concentration, temperature and linker length. PI1 with a short linker remained uncomplexed in DMSO, whereas it formed a polymer at high concentration in chloroform. As the linker length increased, PI2–4 could exist in equilibrium between self-inclusion monomer and intermolecular complexes. The increase of concentration led to the formation of a polymer in DMSO and a self-penetrating dimer in chloroform. The results provided information on the modulation of supramolecular assemblies by various factors.

Graphical abstract: Effect on the conformation of monosubstituted pillar[5]arene: solvent, temperature, concentration and linker length

Supplementary files

Article information

Article type
Paper
Submitted
30 Jun 2023
Accepted
03 Aug 2023
First published
07 Aug 2023

Org. Biomol. Chem., 2023,21, 7546-7552

Effect on the conformation of monosubstituted pillar[5]arene: solvent, temperature, concentration and linker length

Z. Fu, Y. Jin, B. Xie and H. Liu, Org. Biomol. Chem., 2023, 21, 7546 DOI: 10.1039/D3OB01043K

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