A series of novel ferrocene‐based dipeptide receptors for electrochemistry and biological activity

Abstract

Synthesis of ferrocene‐based dipeptide receptors FcL1, FcL2, FcL3, FcL4, FcL5 was carried out by the acylation reaction of ferrocenecarboxylic acid with dipeptide esters. Compounds were characterized by IR, 1H NMR, 13C NMR and elemental analysis. Single‐crystal X‐ray analysis of FcL3 showed it has two independent chiral molecules and the two chiral atoms (C12 and C35) are in R configuration. Their cyclic voltammetric behaviors showed a pair of well‐defined and stable redox waves in the potential range 0.00–1.00 V. The configuration of the metals influenced the receptor's characteristics greatly, and at the same time the FcL compounds could selectively sense group IIB metal ions Zn2+, Cd2+ and Hg2+. The biological activities of FcL1, FcL2, FcL3, FcL4, FcL5 were studied against the tested bacteria; among them, FcL4 showed significant activity against all five bacterial strains tested. Copyright © 2013 John Wiley & Sons, Ltd.

One‐pot, four‐component synthesis of 1,3,4‐oxadiazole derivatives containing a ferrocene unit and their antimicrobial activity

“…aeruginosa and Bacillus subtilis . The antibacterial activities of some other ferrocene derivatives have been reported …”

Synthesis and properties of m‐ferrocenylbenzoylthiadiazole derivatives

“…The electrochemical properties are very similar. The voltammograms of the compounds showed a well‐defined and steady redox peak in the potential range 0.3–0.9 V, i pa / i pc ~ 1, which us attributed to the Fc/Fc + redox process . The values of E 0 of FcL 1 –FcL 7 were obviously higher than that of ferrocene, suggesting that substituents introduced to ferrocene increased the size of the molecules, which would render the redox potential of the appended iron center more difficult.…”

“…FcL 7 belongs to the monoclinic system. A view of the molecular structure of FcL 7 is shown in Figure . The Fe─C contact lengths range from 2.020 to 2.057 Å.…”

“…Redox properties of FcL 1 –FcL 7 were studied using CV. The CV curves of FcL 1 in DMF at various scanning rates are shown in Figure . The results are summarized in Table .…”