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Gimenez, D, Dose, A, Robson, NL, Sandford, G, Cobb, SL and Coxon, CR (2017) 2,2,2-Trifluoroethanol as a Tool to Control Nucleophilic Peptide Arylation. Organic & Biomolecular Chemistry. ISSN 1477-0520
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2,2,2-Trifluoroethanol as a Tool to Control Nucleophilic Peptide Arylation.pdf - Accepted Version Download (883kB) | Preview |
Abstract
The SNAr arylation of peptides with perfluoroaromatics provides a route by which to install a useful chemical handle that enables both 19F-NMR analysis and further chemical modification. However, chemo-selective arylation in peptides containing multiple nucleophilic side chains currently presents a challenge to the field. Herein, we demonstrate that employing 2,2,2-trifluoroethanol (TFE) as a solvent in peptide SNAr reactions significantly improves nucleophile-selectivity when compared to N,Nʹ-dimethylformamide (DMF).
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | 0304 Medicinal And Biomolecular Chemistry, 0305 Organic Chemistry, 1115 Pharmacology And Pharmaceutical Sciences |
| Subjects: | Q Science > QD Chemistry |
| Divisions: | Pharmacy & Biomolecular Sciences |
| Publisher: | Royal Society of Chemistry |
| Date Deposited: | 16 May 2017 09:35 |
| Last Modified: | 04 Sep 2021 11:35 |
| DOI or ID number: | 10.1039/C7OB00295E |
| URI: | https://researchonline.ljmu.ac.uk/id/eprint/6425 |
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