A Photochemical/Thermal Switch Based on 4,4'-Bis(benzimidazolio)stilbene: Synthesis and Supramolecular Properties.
| Authors | |
|---|---|
| Year of publication | 2020 |
| Type | Article in Periodical |
| Magazine / Source | ChemPhysChem |
| MU Faculty or unit | |
| Citation | KULKARNI, Shantanu Ganesh; Kristýna JELÍNKOVÁ; Marek NEČAS; Zdeňka PRUCKOVÁ; Michal ROUCHAL; Lenka DASTYCHOVÁ; Petr KULHÁNEK and Robert VÍCHA. A Photochemical/Thermal Switch Based on 4,4'-Bis(benzimidazolio)stilbene: Synthesis and Supramolecular Properties. ChemPhysChem. Weinheim: Wiley, 2020, vol. 21, No 18, p. 2084-2095. ISSN 1439-4235. Available from: https://dx.doi.org/10.1002/cphc.202000472. |
| web | https://doi.org/10.1002/cphc.202000472 |
| Doi | http://dx.doi.org/10.1002/cphc.202000472 |
| Keywords | stilbene switch; cucurbit[n]uril; cyclodextrins; molecular devices; host-guest systems |
| Description | Stilbene derivatives are well-recognised substructures of molecular switches based on photochemically and/or thermally induced (E)/(Z) isomerisation. We combined a stilbene motif with two benzimidazolium arms to prepare new sorts of supramolecular building blocks and examined their binding properties towards cucurbit[n]urils (n=7, 8) and cyclodextrins (beta-CD, gamma-CD) in water. Based on the(1)H NMR data and molecular dynamics simulations, we found that two distinct complexes with different stoichiometry, i. e., guest@beta-CD and guest@beta-CD2, coexist in equilibrium in a water solution of the (Z)-stilbene-based guests. We also demonstrated that the bis(benzimidazolio)stilbene guests can be transformed from the (E) into the (Z) form via UV irradiation and back via thermal treatment in DMSO. |
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