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The synthesis and comparative characterization of three novel electroactive iminoboronates containing ferrocene

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Along our way towards the advanced saccharide-sensitive probes, three novel electroactive iminoboronate regioisomers of [(ferrocenylimino)methyl]phenylboronic acid have been synthesized. The ortho, meta, and para regioisomers were characterized structurally by NMR, MS, FT-IR, UV/Vis and their electrochemical behavior in aqueous solution was studied using cyclic voltammetry. The obtained results confirmed different behavior of the ortho isomer due to an interaction of boronic acid moiety with the proximate imine group of the iminoferrocenyl residue.

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This research has been financially supported by the Masaryk University project MUNI/A/1265/2015—Support of biochemical research at MU, by the Ministry of Education, Youth and Sports of the Czech Republic under the project CEITEC 2020 (LQ1601) and by the Czech Science Foundation (Project P206/12/G014).

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Correspondence to Karel Lacina.

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Supplementary material 1 (PDF 3225 kb) Supplementary data (supplementary material includes 1H, 11B, 13C NMR, MS and FTIR spectra associated with this article) can be found in the online version

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Konhefr, M., Lacina, K., Langmajerová, M.S. et al. The synthesis and comparative characterization of three novel electroactive iminoboronates containing ferrocene. Monatsh Chem 148, 1953–1958 (2017).

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