These are preliminary reports that have not been peer-reviewed. They should not be regarded as conclusive, guide clinical practice/health-related behavior, or be reported in news media as established information. For more information, please see our FAQs.
manuscript for Preprint.docx (1.05 MB)

N,N’-bis(2-(benzylthio)ethyl)malonamides: Synthesis, Electronic and Steric effects in Silver(I) Extraction and Silver(I) Binding Studies

submitted on 10.03.2020, 15:20 and posted on 11.03.2020, 04:36 by Abiodun Aderibigbe, Andrew J. Clark
Unsubstituted and gem-diethyl substituted malonamide derivatives, bearing benzylthio arms were prepared in moderate to high yields at room temperature. It was observed that electronics effects at the 4-aryl position in the malonamide derivatives had a significant effect on the selectivity, but little effect on silver(I) extraction efficiency measured by liquid-liquid extraction experiments (with the 4-methoxy analogue proving the most selective). Increased steric hindrance near the sulfur donor had a small negative effect on silver(I) extraction efficiency, while hindrance at the methylene centre reduces selectivity. One of the malonamide derivatives prepared was found to bind to silver(I) in a 1:1 fashion suggesting a tetrahedral coordination type.


Email Address of Submitting Author


University of Warwick


United Kingdom

ORCID For Submitting Author


Declaration of Conflict of Interest

The authors declare no conflict of interest