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Al-Riyahee, AAA, Horton, PN, Coles, SJ, Berry, C, Horrocks, PD, Pope, SJA and Amoroso, AJ (2022) N,N'-Substituted thioureas and their metal complexes: syntheses, structures and electronic properties. Dalton Transactions, 51 (9). pp. 3531-3545. ISSN 1477-9226
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Abstract
The synthesis of six N,N'-substituted thiourea ligands (L1a-L3b) was achieved in two steps. A corresponding extensive series of Cu(I), Cu(II), Ni(II) and Zn(II) complexes (1-24) with varying formulations were synthesised from these ligands by the reaction of a 1 : 1 or a 1 : 2 mixture of Cu(II), Ni(II) and Zn(II) perchlorate or chloride salts. Complexes 1-24 have been comprehensively characterised by mass spectrometry, elemental analysis, UV-vis., IR, and 1H and 13C{1H} NMR spectroscopies where applicable. The X-ray crystal structures were obtained for eight examples: [(L1a)2Cu]ClO4 (1), [(L1c)2Zn](ClO4)2 (4), [(L2a)2Cu]ClO4 (6), [(L2c)2Ni](ClO4)2 (7), [(L1b)2Cu](ClO4) (15), [(L1b)CuCl] (16), [(L4)2CuCl2] (19) and [(L3b)CuClO4] (21). These studies reveal that L1c and L2c represent ligands that have undergone cleavage during reaction with the metal salt; L4 represents an intramolecular rearrangement (via a Hugershoff reaction) of L2b; and in most cases Cu(II) is reduced to Cu(I) during the ligand reaction. The X-ray crystal structures also reveal that 1, 4, 6, 15 and 16 are monometallic species in the solid state; that Cu(I) in 1, 6, 15 and 16 and Zn(II) in 4 are arranged in a distorted tetrahedral geometry; that Cu(I) in 21 adopts a trigonal planar geometry; and that in 7 and 19 the Ni(II) and Cu(II) centres, respectively, possess square planar geometry. Preliminary studies on the biological activity (using the Malaria Sybr Green I Fluorescence assay) of the thiourea containing complexes suggests that the d10 complexes, and increased ligand stoichiometries, may afford higher potency.
Item Type: | Article |
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Additional Information: | The final version of this article and all relevant information related to it, including copyrights, can be found on the publisher website. |
Subjects: | Q Science > QD Chemistry Q Science > QD Chemistry > QD415 Biochemistry R Medicine > RM Therapeutics. Pharmacology |
Divisions: | Faculty of Medicine and Health Sciences > School of Pharmacy and Bioengineering |
Related URLs: | |
Depositing User: | Symplectic |
Date Deposited: | 18 Mar 2022 14:36 |
Last Modified: | 19 Apr 2022 10:20 |
URI: | https://eprints.keele.ac.uk/id/eprint/10722 |