Publication details

A Photochemical/Thermal Switch Based on 4,4'-Bis(benzimidazolio)stilbene: Synthesis and Supramolecular Properties.

Authors

KULKARNI Shantanu Ganesh JELÍNKOVÁ Kristýna NEČAS Marek PRUCKOVÁ Zdeňka ROUCHAL Michal DASTYCHOVÁ Lenka KULHÁNEK Petr VÍCHA Robert

Year of publication 2020
Type Article in Periodical
Magazine / Source ChemPhysChem
MU Faculty or unit

Central European Institute of Technology

Citation
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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