Copper, zinc and tin 3-hydroxypyridinones

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

doi:10.1007/s11243-015-9912-7

Copper, zinc and tin 3-hydroxypyridinones

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

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

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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.

Original language	English
Pages (from-to)	241-254
Journal	Transition Metal Chemistry
Volume	40
Issue number	3
Early online date	31 Jan 2015
DOIs	https://doi.org/10.1007/s11243-015-9912-7
Publication status	Published - 4 Apr 2015

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10.1007/s11243-015-9912-7

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title = "Copper, zinc and tin 3-hydroxypyridinones",

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.",

author = "Barret, {Marie C.} and Bhatia, {Purvi H.} and Gabriele Kociok-K{\"o}hn and Molloy, {Kieran C.}",

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doi = "10.1007/s11243-015-9912-7",

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T1 - Copper, zinc and tin 3-hydroxypyridinones

AU - Barret, Marie C.

AU - Bhatia, Purvi H.

AU - Kociok-Köhn, Gabriele

AU - Molloy, Kieran C.

PY - 2015/4/4

Y1 - 2015/4/4

N2 - 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.

AB - 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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UR - http://dx.doi.org/10.1007/s11243-015-9912-7

U2 - 10.1007/s11243-015-9912-7

DO - 10.1007/s11243-015-9912-7

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SN - 0340-4285

VL - 40

SP - 241

EP - 254

JO - Transition Metal Chemistry

JF - Transition Metal Chemistry

IS - 3

ER -

Copper, zinc and tin 3-hydroxypyridinones

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