Abstract

Two tetralkylated phenylenediamines (TAPD)1and2have been prepared by reductive alkylation ofpara-dimethylaminoaniline with furfural or thiophene 2-carboxaldehyde, respectively. Their chelation ability has been evaluated as electrochemical guest-responsive chemosensors for Cd(II) in acetonitrile (ACN), dimethylformamide (DMF), propylene carbonate (PC), and nitromethane (NM). The voltamperometric studies showed that these compounds are able to bind the Cd(II) cation with strong affinities except in DMF. The redox features of the chemosensors changed drastically when they are bounded to Cd(II) to undergo important anodic potential peak shifts comprised between ca. 500 and ca. 900 mV depending on the solvent. The addition of ∼4–10% molar triflic acid (TfOH) was found to be necessary to achieve rapidly the cation chelation which is slow without the acid. The electrochemical investigations suggested the formation of 1 : 2 stoichiometry complexes [Cd(L)2]2+. The results are discussed in terms of solvent effects as a competitive electron donating ligand to the cation. The reaction coupling efficiency (RCE) values were determined and were also found to be solvent-dependent.

Full Text
Paper version not known

Talk to us

Join us for a 30 min session where you can share your feedback and ask us any queries you have

Schedule a call

Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.