Khaligh, Nader Ghaffari and Lim, Shi Teng and Ong, Chiu Ling and Johan, Mohd Rafie and Juan, Joon Ching (2019) 4-Imidazol-1-yl-butane-1-sulfonic acid or a novel liquid salt? The NMR analysis and dual solvent-catalytic efficiency for one-pot synthesis of xanthenes. Journal of Molecular Liquids, 278. pp. 19-32. ISSN 0167-7322, DOI https://doi.org/10.1016/j.molliq.2019.01.041.
Full text not available from this repository.Abstract
The reaction of the equimolar mixture of imidazole and 1,4-butane sultone was performed at 90 °C in ethylbenzene for 12 h, and the structure of the product was investigated by the NMR analysis in CD3OD and DMSO‑d6. This work demonstrated that 4-imidazol-1-yl-butane-1-sulfonic acid could not be obtained through the above reaction and the mixture of zwitterionic (I) and ionic (II) structure is produced. The structure of the liquid salt (I + II) was characterized and analyzed by 2D NMR. Then, the dual solvent-catalytic efficiency of the liquid salt (I + II) was studied for the synthesis of a variety of xanthenes under mild conditions which afforded the desired products in good to excellent yields within short reaction times. The recyclability of the liquid salt (I + II) was studied with an average recovered yield of 89% for three subsequent runs. The recycled liquid salt showed no significant loss of the catalytic activity even after three runs and its structure remain same as fresh liquid salt (I + II).
| Item Type: | Article |
|---|---|
| Funders: | UNSPECIFIED |
| Uncontrolled Keywords: | NMR analysis; Sulfo-functionalized liquid salt; Zwitterionic structure; Dual solvent-catalyst properties; Xanthene |
| Subjects: | Q Science > Q Science (General) Q Science > QD Chemistry |
| Divisions: | Nanotechnology & Catalysis Research Centre |
| Depositing User: | Ms. Juhaida Abd Rahim |
| Date Deposited: | 22 Jan 2019 00:52 |
| Last Modified: | 22 Jan 2019 00:52 |
| URI: | http://eprints.um.edu.my/id/eprint/20066 |
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