Supramolecular interaction of non-racemic benzimidazolium based ion pairs with chiral substrates

Mumtaz, Salma and Cano, Israel and Mumtaz, Nargis and Abbas, Ahmed and Dupont, Jairton and Gondal, Humaira Yasmeen (2018) Supramolecular interaction of non-racemic benzimidazolium based ion pairs with chiral substrates. Physical Chemistry Chemical Physics, 20 (32). 20821- 20826. ISSN 1463-9076

Full text not available from this repository.

Abstract

A series of novel benzimidazolium-based non-racemic ionic liquids (ILs) was synthesized from low–cost chiral terpenoid alcohols and fully characterized by the use of a wide variety of techniques, such as DSC, ESI-MS, ATR FT-IR, polarimetry as well as 1H and 13C NMR spectroscopy. The ILs were investigated as chiral shift agents for the chiral recognition of racemic mixtures of Mosher’s acid potassium salt by 19F NMR spectroscopy, leading to high splitting values of the CF3 signal. Supramolecular interactions between salt and H–C2 of chiral benzimidazolium cation are responsible for the chiral recognition, as was demonstrated by experimental evidences. Indeed, the enantiomeric excess value of enantioenriched substrates depends mainly on the strength of the contact ion pairs.

Item Type: Article
RIS ID: https://nottingham-repository.worktribe.com/output/947560
Keywords: Benzimidazolium–based ionic liquids ; Chiral ionic liquids ; Chiral recognition ; Chiral shift agent ; Mosher’s acid
Schools/Departments: University of Nottingham, UK > Faculty of Science > School of Chemistry
Identification Number: https://doi.org/10.1039/C8CP03881C
Depositing User: Smith, Ruth
Date Deposited: 31 Jul 2018 09:45
Last Modified: 04 May 2020 19:47
URI: http://eprints.nottingham.ac.uk/id/eprint/53197

Actions (Archive Staff Only)

Edit View Edit View