Novel chiral ionic liquids stationary phases for the enantiomer separation of chiral acid by high-performance liquid chromatography

Chirality
Shanshan HeYanxiong Ke

Abstract

Novel chiral ionic liquid stationary phases based on chiral imidazolium were prepared. The ionic liquid chiral selector was synthesized by ring opening of cyclohexene oxide with imidazole or 5,6-dimethylbenzimidazole, and then chemically modified by different substitute groups. Chiral stationary phases were prepared by bonding to the surface of silica sphere through thioene "click" reaction. Their enantioselective separations of chiral acids were evaluated by high-performance liquid chromatography. The retention of acid sample was related to the counterion concentration and showed a typical ion exchange process. The chiral separation abilities of chiral stationary phases were greatly influenced by the substituent group on the chiral selector as well as the mobile phase, which indicated that, besides ion exchange, other interactions such as steric hindrance, π-π interaction, and hydrogen bonding are important for the enantioselectivity. In this report, the influence of bulk solvent components, the effects of varying concentration, and the type of the counterion as well as the proportion of acid and basic additives were investigated in detail.

References

Jan 1, 1980·Journal of Inherited Metabolic Disease·M DuranS K Wadman
Dec 17, 2003·Analytical Chemistry·Jared L Anderson, Daniel W Armstrong
Dec 19, 2003·Chemical Communications : Chem Comm·Jocelyne LevillainAnnie-Claude Gaumont
Jul 16, 2005·The Journal of Organic Chemistry·Anders Lindhardt Hansen, Troels Skrydstrup
Jul 21, 2006·The Journal of Physical Chemistry. B·Aniruddha PaulAnunay Samanta
Aug 29, 2007·Analytica Chimica Acta·Lin He, Chee-Seng Toh
Oct 4, 2007·Accounts of Chemical Research·Xinxin Han, Daniel W Armstrong
Jan 17, 2008·Chemical Society Reviews·Natalia V Plechkova, Kenneth R Seddon
Dec 11, 2008·Analytical Chemistry·Tharanga PayagalaDaniel W Armstrong
Aug 4, 2011·Chemical Society Reviews·Mohammad TariqLuís Paulo N Rebelo
Jun 19, 2012·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Martin GerickeThomas Heinze
Nov 30, 2012·Se pu = Chinese journal of chromatography·Yanzhao LiXiaoli Sun
Apr 20, 2013·Chemical Society Reviews·Cedric MatonChristian V Stevens
Jul 8, 2014·Chemical Society Reviews·Bingwei Xin, Jingcheng Hao
Dec 23, 2014·Journal of Environmental Management·Noelia Soledad La CollaSandra Elizabeth Botté
Aug 8, 2015·Anais Da Academia Brasileira De Ciências·Nádia W DimerGustavo C Ferreira

❮ Previous
Next ❯

Citations

May 7, 2019·Critical Reviews in Analytical Chemistry·Avtar SinghHarish Kumar Chopra
Jun 19, 2020·International Journal of Molecular Sciences·Jolanta FliegerMałgorzata Tatarczak-Michalewska
Oct 20, 2018·Analytical Chemistry·María J Trujillo-RodríguezJared L Anderson

❮ 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.