- Title
- Synthesis and conformational studies of 5-bromo-1-[(N-substituted-carbamoyl) methyl]-7-azabenzimidazoles
- Creator
- Oluwafemi, Kola A, Klein, Rosalyn, Lobb, Kevin A, Tshiwawa, Tendamudzimu, Isaacs, Michelle, Hoppe, Heinrich C, Kaye, Perry T
- Subject
- To be catalogued
- Date
- 2022
- Type
- text
- Type
- article
- Identifier
- http://hdl.handle.net/10962/452800
- Identifier
- vital:75171
- Identifier
- xlink:href="https://doi.org/10.1016/j.molstruc.2022.133811"
- Description
- The Cs2CO3-catalysed condensation of 5-bromo-7-azabenzimidazole with a series of bromomethyl ketones has afforded a small library of ten, novel 5-bromo-1-[(N-substututed-carbamoyl)methyl]-7-azabenzimidazoles. Rotamerism in the products, as evidenced by the splitting of 1H- and 13C-NMR signals, is attributed to hindered internal rotation about the amide N-C(=O) bond, and has been explored using dynamic NMR (DNMR) analysis and computational methods at the GIAO B3LYP/6-311+G(2d,p) level of theory. Coalescence temperatures have been obtained for representative examples and rotational barriers determined experimentally and theoretically. A detailed theoretical analysis has been undertaken to explore conformations which may contribute to the relative populations of the s-cis and s-trans rotamers. The products have also been screened for cytotoxicity and activity against two parasitic protozoan strains (Plasmodium falciparum and Trypanosoma brucei).
- Format
- computer, online resource, application/pdf, 1 online resource (8 pages), pdf
- Publisher
- Elsevier
- Language
- English
- Relation
- Journal of Molecular Structure, Oluwafemi, K.A., Klein, R., Lobb, K.A., Tshiwawa, T., Isaacs, M., Hoppe, H.C. and Kaye, P.T., 2022. Synthesis and conformational studies of 5-bromo-1-[(N-substituted-carbamoyl) methyl]-7-azabenzimidazoles. Journal of Molecular Structure, 1269, p.133811, Journal of Molecular Structure volume 1269 p. 138811 2022 1872-8014
- Rights
- Publisher
- Rights
- Use of this resource is governed by the terms and conditions of the Elsevier Terms and Conditions Statement (https://www.elsevier.com/legal/elsevier-website-terms-and-conditions)
- Rights
- Closed Access
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- Visitors: 120
- Downloads: 4
Collections
Klein, Rosalyn (Assoc Prof)
RU Centre for Chemico- and Biomedicinal Research (CCBR)
Lobb, Kevin Allan (Assoc Prof)
Hoppe, Heinrich C (Prof)
Isaacs, Michelle (Mrs)
Kaye, Perry T (Distinguished Fellow Emeritus Professor)
RU Department of Chemistry
SDG 03. Good Health and Well-Being
| Thumbnail | File | Description | Size | Format | |||
|---|---|---|---|---|---|---|---|
| View Details | SOURCE1 | Synthesis and conformational studies of 5-bromo-1-[(N-substituted-carbamoyl) methyl]-7-azabenzimidazoles.pdf | 809 KB | Adobe Acrobat PDF | View Details |