A Photochemical/Thermal Switch Based on 4,4'-Bis(benzimidazolio)stilbene: Synthesis and Supramolecular Properties
Status PubMed-not-MEDLINE Jazyk angličtina Země Německo Médium print-electronic
Typ dokumentu časopisecké články, práce podpořená grantem
Grantová podpora
IGA/FT/2020/001
Internal Funding Agency of Tomas Bata University
CEITEC 2020 (LQ1601)
Ministry of Education, Youth and Sports of the Czech Republic
PubMed
32672383
DOI
10.1002/cphc.202000472
Knihovny.cz E-zdroje
- Klíčová slova
- cucurbit[n]uril, cyclodextrins, host-guest systems, molecular devices, stilbene switch,
- Publikační typ
- časopisecké články MeSH
- práce podpořená grantem MeSH
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 (β-CD, γ-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@β-CD and guest@β-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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