TY - JOUR
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.
UR - http://www.scopus.com/inward/record.url?scp=84921955102&partnerID=8YFLogxK
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
M3 - Article
VL - 40
SP - 241
EP - 254
JO - Transition Metal Chemistry
JF - Transition Metal Chemistry
SN - 0340-4285
IS - 3
ER -