New copper(II) 2-(alkylamino)troponates

M.C. Barret, P.H. Bhatia, Gabriele Kociok-Kohn, K.C. Molloy

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Abstract

The copper aminotropones Cu[ON(R′)CHR-4] [R = H, R′ = Me (13), Et (14), n-Pr (15), n-Bu (16), Bz (17), MenOCHCH (20); R = i-Pr, R′ = Me (18), n-Pr (19), MenOCHCH (21)] have been prepared from the corresponding aminotropones HN(R′)OCHR-4 (1-7) by reacting with copper(II) acetate in aqueous ethanol. 20, 21 contain the flavourant, menthol, as part of the ligand. The structures of 5 (R = H, R′ = Bz), a hydrogen-bonded dimer, 14 and 20, both incorporating square-planar, four-coordinate copper centres, have been determined by X-ray crystallography. The antibacterial activities of complexes 13, 17, 20 and 21 have been assayed against Staphylococcus waneri, an in vitro model of plaque inhibition effects, and found to be more active than a commercial toothpaste formulation, but less active than the O,O-chelated copper(II) complex of ethylmaltol.
Original languageEnglish
JournalTransition Metal Chemistry
DOIs
Publication statusPublished - 8 May 2014

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    Barret, M. C., Bhatia, P. H., Kociok-Kohn, G., & Molloy, K. C. (2014). New copper(II) 2-(alkylamino)troponates. Transition Metal Chemistry. https://doi.org/10.1007/s11243-014-9830-0