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

Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry
Shantanu Ganesh KulkarniRobert Vícha

Abstract

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.

References

Feb 19, 2002·Chemical Reviews·József Szejtli
Feb 19, 2002·Chemical Reviews·Mikhail V. Rekharsky, Yoshihisa Inoue
Sep 19, 2003·Chemical Communications : Chem Comm·Soowhan ChoiKimoon Kim
Apr 30, 2004·Journal of Computational Chemistry·Junmei WangDavid A Case
Feb 24, 2006·The Journal of Physical Chemistry. B·Paolo RaiteriMichele Parrinello
Feb 21, 2007·The Journal of Organic Chemistry·Yu LiuFei Ding
Sep 13, 2007·Journal of Computational Chemistry·Karl N KirschnerRobert J Woods
Apr 17, 2008·The Journal of Chemical Physics·Eric DarveAndrew Pohorille
Jul 3, 2008·The Journal of Physical Chemistry. B·In Suk Joung, Thomas E Cheatham
Jan 3, 2014·Angewandte Chemie·Liping CaoLyle Isaacs
May 23, 2014·Chemical Communications : Chem Comm·Yuan WangQing-Zheng Yang
Sep 24, 2014·The Journal of Physical Chemistry. B·Jeffrey ComerChristophe Chipot
Oct 16, 2014·Chemical Society Reviews·Khaleel I Assaf, Werner M Nau
Dec 30, 2014·Acta Crystallographica. Section A, Foundations and Advances·George M Sheldrick
Jan 9, 2015·Acta Crystallographica. Section C, Structural Chemistry·George M Sheldrick
May 2, 2015·Chemical Communications : Chem Comm·Mirko LohseStefan Hecht
Sep 24, 2015·Nature Chemistry·Emily R DraperDave J Adams
Nov 14, 2015·Chemical Reviews·Steven J BarrowOren A Scherman
Sep 9, 2014·Journal of Chemical Theory and Computation·Thomas StecherGábor Csányi
Sep 10, 2013·Journal of Chemical Theory and Computation·Romelia Salomon-FerrerRoss C Walker
Dec 15, 2015·Physica Medica : PM : an International Journal Devoted to the Applications of Physics to Medicine and Biology : Official Journal of the Italian Association of Biomedical Physics (AIFB)·M A BernalS Incerti
Sep 7, 2016·Journal of Chemical Theory and Computation·Letif MonesGábor Csányi
Sep 24, 2016·The Journal of Organic Chemistry·Petra BrannáRobert Vícha
Nov 9, 2017·Photochemical & Photobiological Sciences : Official Journal of the European Photochemistry Association and the European Society for Photobiology·Mikhail V RusalovMichael V Alfimov
Feb 7, 2018·Bioconjugate Chemistry·Adrianne M RosalesJason A Burdick
Jul 7, 2018·Angewandte Chemie·Elena PazosMarcos D García
Dec 22, 2019·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Ekaterina Y ChernikovaYuri V Fedorov

❮ Previous
Next ❯

Citations

Mar 3, 2021·The Journal of Organic Chemistry·Josef TomečekRobert Vícha

❮ Previous
Next ❯

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.

Related Papers

The Journal of Perinatal Education
Langmuir : the ACS Journal of Surfaces and Colloids
Cornelia Bohne
© 2021 Meta ULC. All rights reserved