Issue 21, 2015

77Se and 125Te NMR spectroscopy on a selectivity study of organochalcogenanes with l-amino acids

Abstract

The hypervalent selenium- and tellurium-containing compounds (halo-organoselenuranes and halo-organotelluranes) were treated with amino acids to evaluate their reactivity and chemoselectivity by 1H, 13C, 77Se and 125Te NMR spectroscopy. The study of forced thermal stability was performed and analyzed by NMR. The organotelluranes remained stable at temperatures around 60 °C but in the case of organoselenuranes, there was formation of new products at 37 °C as a result of halogen loss. 77Se and 125Te NMR spectroscopy has proved to be a very efficient and fast technique to evidence the high selectivity of organochalcogenanes against L-amino acids, specific to L-cysteine.

Graphical abstract: 77Se and 125Te NMR spectroscopy on a selectivity study of organochalcogenanes with l-amino acids

Supplementary files

Article information

Article type
Paper
Submitted
24 Feb 2015
Accepted
14 Apr 2015
First published
14 Apr 2015

Org. Biomol. Chem., 2015,13, 5924-5929

77Se and 125Te NMR spectroscopy on a selectivity study of organochalcogenanes with L-amino acids

M. S. Silva and L. H. Andrade, Org. Biomol. Chem., 2015, 13, 5924 DOI: 10.1039/C5OB00373C

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements