Cooperatively enhanced hydrogen bonds in ionic liquids: closing the loop with molecular mimics of hydroxy-functionalized cations

Physical Chemistry Chemical Physics : PCCP
Thomas NiemannMark A Johnson

Abstract

We address the cooperative hydrogen bonding interactions in play between the ionic constituents of ionic liquids (ILs) with particular attention to those involving the attractive interactions between two cations in the system 1-(2-hydroxyethyl)pyridinium tetrafluoroborate [HEPy][BF4]. This is accomplished by comparing the temperature-dependent linear infrared spectra of [HEPy][BF4] with that of the molecular mimic of its cation, 2-phenylethanol (PhenEthOH). We then explored the structural motifs of these H-bonded configurations at the molecular level by analyzing the cryogenic ion vibrational predissociation spectroscopy of cold (∼35 K) gas phase cluster ions with quantum chemical methods. The analysis of the OH stretching bands reveals the formation of the various binding motifs ranging from the common +OHBF4- interaction in ion-pairs (c-a) to the unusual +OH+OH interaction (c-c) in linear and cyclic, homodromic H-bonding domains. Replacing ion-pairs by the molecular (neutral) analogue of the IL cation also results in the formation of positively charged cyclic motifs, with the bands of the gas phase cationic cyclic tetramer (HEPy+)(PhenEthOH)3 appearing quite close to those assigned previously to cyclic tetramers in the liquid...Continue Reading

References

Sep 6, 2001·Proceedings of the National Academy of Sciences of the United States of America·F N Keutsch, R J Saykally
Dec 20, 2002·Angewandte Chemie·Thomas Steiner
Jun 6, 2006·Physical Chemistry Chemical Physics : PCCP·Frank Endres, Sherif Zein El Abedin
Jul 21, 2006·The Journal of Physical Chemistry. B·Rolf W BergJillian M Thompson
Aug 2, 2006·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Thorsten KöddermannRalf Ludwig
Apr 28, 1922·Science·M L Huggins
Sep 14, 2007·Physical Chemistry Chemical Physics : PCCP·A YokozekiMark B Shiflett
Jan 17, 2008·Chemical Society Reviews·Natalia V Plechkova, Kenneth R Seddon
Oct 11, 2008·Angewandte Chemie·Koichi FuminoRalf Ludwig
Jun 15, 2011·Physical Chemistry Chemical Physics : PCCP·Koichi FuminoRalf Ludwig
Aug 27, 2013·Accounts of Chemical Research·Arron B WolkMark A Johnson
Dec 18, 2013·The Journal of Chemical Physics·Christopher J JohnsonMark A Johnson
Jan 15, 2015·Chemical Society Reviews·Patricia A HuntRichard P Matthews
Dec 17, 2015·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Ralf LudwigFrank A Weinhold
Jun 23, 2016·Physical Chemistry Chemical Physics : PCCP·Claire R AshworthPatricia A Hunt
Jun 28, 2017·Physical Chemistry Chemical Physics : PCCP·Anne StrateRalf Ludwig
Sep 15, 2018·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Sumit K PanjaJohannes Kiefer
Oct 5, 2018·Scientific Reports·Thomas NiemannRalf Ludwig

❮ Previous
Next ❯

Citations

Oct 31, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Jule K Philipp, Ralf Ludwig
Apr 21, 2021·Physical Chemistry Chemical Physics : PCCP·Frederik Philippi, Tom Welton
Apr 21, 2021·Physical Chemistry Chemical Physics : PCCP·Junwu ChenSuojiang Zhang
Jul 10, 2021·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Loai Al SheakhRalf Ludwig
Jan 1, 2020·The Journal of Physical Chemistry. a·Helen J ZengMark A Johnson

❮ 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.