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Copper, zinc and tin 3-hydroxypyridinones

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Abstract

A series of copper(II) [R = Me, R′ = Me (14), Et (15), n-Bu (16), Bz (17), Menth (18); R = Et, R′ = Me (19), Et (20), n-Bu (21), Bz (22)] and zinc(II) [R = Me, R′ = Me (23), Et (24), n-Bu (25), Bz (26), Menth (27); R = Et, R′ = Me (28), Et (29), n-Bu (30), Bz (31)] bis-hydroxypyridinones have been prepared from the ligands (HL) 2-R, N-R′ hydroxypyridinone [R = Me, R′ = Me (1), Et (2), n-Bu (3), Bz (4), Menth (13); R = Et, R′ = Me (5), Et (6), n-Bu (7), Bz (8)]. Attempts to prepare similar tin(II) species from SnCl2 resulted in isolation of Sn(L)Cl (L = 1–8). The structures of the metal complexes 18.0.25acetone, 21, 22.2MeOH, 26.2H2O, 28.H2O have been determined. Antimicrobial testing against S. warneri shows the ligands (1–8) and their zinc derivatives (23–26, 28–31) have no or little activity while the copper complexes (14–17, 19–22) show significant activity. The menthyl-substituted analogues (13, 18, 27) are the most active of their respective series.

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Authors and Affiliations

  1. Department of Chemistry, University of Bath, Claverton Down, Bath, BA2 7AY, UK

    Marie C. Barret, Purvi H. Bhatia, Gabriele Kociok-Köhn & Kieran C. Molloy

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  1. Marie C. Barret
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  2. Purvi H. Bhatia
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  3. Gabriele Kociok-Köhn
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  4. Kieran C. Molloy
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Correspondence to Kieran C. Molloy.

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Barret, M.C., Bhatia, P.H., Kociok-Köhn, G. et al. Copper, zinc and tin 3-hydroxypyridinones. Transition Met Chem 40, 241–254 (2015). https://doi.org/10.1007/s11243-015-9912-7

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