Straightforward synthesis of ferrocenyl-based thioether and application as chemosensor for Hg2+ ion

Abstract

A simple and efficient strategy of constructing ferrocene-based thioether ligands through metalfree reductive coupling of thiols with N-tosylhydrazones bearing a ferrocenyl group has been developed. This method features metal-free, good functional group tolerance, and readily available starting materials. Moreover, the compound 3k as a novel chemosensor has shown excellent recognition towards Hg 2+ ion via optical and electrochemical signals. Quantification of the absorption titration analysis shows that the detection limit was 9.56 × 10-7 M for 3k-Hg 2+ .

One-pot synthesis of ferrocenyl dithiocarbamates and their application in the detection of Cu2+

“…The electrochemical signal can be immediately read out, which is the essential advantage of a ferrocene-based probe in the recognition process. As it involves the ferrocene/ferrocinium pair transformation, 32–34 the probe has been broadly studied as electrochemical sensors for metal cations. The metal cation-recognition properties of 3e with various metal ions have been investigated by cyclic voltammetry (CV) and differential pulse voltammetry (DPV) in CH 3 CN/H 2 O (7 : 3, v/v,) containing 0.1 M [( n -C 4 H 9 ) 4 NPF 6 ] as the supporting electrolyte.…”

“…The electrochemical signal can be immediately read out, which is the essential advantage of a ferrocene-based probe in the recognition process. As it involves the ferrocene/ferrocinium pair transformation, [32][33][34] As shown in Fig. 5(a), the cyclic voltammetry (CV) of 3e displayed a reversible one-electron oxidation process at 0.657 V respectively, due to the ferrocene/ferrocenium redox couple.…”

Strategic design of a 2,6-disubstituted pyridine-based probe having hard-soft centers: responsive divergence from one core

“…8,25,36,37 Moreover, as far as the soft centre as a binding unit for Hg 2+ ions is concerned, our probe has comparable LOD. [38][39][40][41] The Cu 2+ complexes with both 5 and 7 are formed by hard-hard binding, and hence are expected to be stronger than the soft-soft complexation formed by Hg 2+ ions with 7. The stability and sensitivity of 5 and 7 towards Cu 2+ ions are almost similar or comparable as per their stability constants and LOD values.…”

Luxury of N‐Tosylhydrazones in Transition‐Metal‐Free Transformations

“…Following the seminal report by Valdés and the above protocol, various research groups extended the construction of diverse thioethers by exploiting a range of thiols. In 2016, Zhang and co‐workers demonstrated the synthesis of ferrocenyl‐based thioethers 169 via a metal‐free reductive coupling of ferrocenyl tosylhydrazones 168 and thiols (Scheme ) . Notably, the 1,10‐ferrocenyl diketone‐derived N ‐tosylhydrazone with various thiophenols afforded the corresponding dithioethers.…”