SN-Donor Methylthioanilines and Copper(II) Complexes: Synthesis, Spectral Properties, and In Vitro Antimicrobial Activity
Methylthioanilines, a series of sulfur-nitrogen donor ligands substituted with OCH3, CH3, Cl, and Br, and their copper(II) complexes have been synthesized and characterized by 1H and 13C NMR, elemental analysis, FTIR, UV-Vis and EPR spectra, molar conductance, and magnetic susceptibility measurement...
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| Format: | Article |
| Language: | English |
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Wiley
2019-01-01
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| Series: | Heteroatom Chemistry |
| Online Access: | http://dx.doi.org/10.1155/2019/9203435 |
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| author | Temitope E. Olalekan Adeniyi S. Ogunlaja Gareth M. Watkins |
| author_facet | Temitope E. Olalekan Adeniyi S. Ogunlaja Gareth M. Watkins |
| author_sort | Temitope E. Olalekan |
| collection | DOAJ |
| description | Methylthioanilines, a series of sulfur-nitrogen donor ligands substituted with OCH3, CH3, Cl, and Br, and their copper(II) complexes have been synthesized and characterized by 1H and 13C NMR, elemental analysis, FTIR, UV-Vis and EPR spectra, molar conductance, and magnetic susceptibility measurements. The NMR spectra of the ligands revealed that the para/ortho protons and para carbon were sensitive to the electronic effect of substituents. The CHNS analysis presented CuLCl2 (L = OCH3, CH3, Cl) and CuL2Cl2 (L = Br) stoichiometries for the copper complexes. FTIR spectra showed that the bidentate ligands were coordinated to the copper ion through their nitrogen and sulfur atoms. The electronic spectra have suggested square planar and octahedral geometries for these complexes. The EPR spectra demonstrated that the solid state copper(II) complexes possess dx2–y2 orbital ground state and g∥ > g⊥ > 2.0023 in a tetragonal environment. The compounds were evaluated for in vitro antimicrobial activity against S. aureus, B. subtilis, E. coli, and C. albicans. The copper complexes showed higher activity than the parent ligands against S. aureus and B. subtilis; the electron-donating OCH3 and CH3 derivatives were more active than the withdrawing Br- and Cl-substituted compounds. |
| format | Article |
| id | doaj-art-e2e629fc3b134987a3208507f4128d30 |
| institution | Kabale University |
| issn | 1042-7163 1098-1071 |
| language | English |
| publishDate | 2019-01-01 |
| publisher | Wiley |
| record_format | Article |
| series | Heteroatom Chemistry |
| spelling | doaj-art-e2e629fc3b134987a3208507f4128d302025-02-03T06:05:08ZengWileyHeteroatom Chemistry1042-71631098-10712019-01-01201910.1155/2019/92034359203435SN-Donor Methylthioanilines and Copper(II) Complexes: Synthesis, Spectral Properties, and In Vitro Antimicrobial ActivityTemitope E. Olalekan0Adeniyi S. Ogunlaja1Gareth M. Watkins2Department of Chemistry, Rhodes University, P.O. Box 90, Grahamstown 6140, South AfricaDepartment of Chemistry, Nelson Mandela University, Port Elizabeth 6001, South AfricaDepartment of Chemistry, Rhodes University, P.O. Box 90, Grahamstown 6140, South AfricaMethylthioanilines, a series of sulfur-nitrogen donor ligands substituted with OCH3, CH3, Cl, and Br, and their copper(II) complexes have been synthesized and characterized by 1H and 13C NMR, elemental analysis, FTIR, UV-Vis and EPR spectra, molar conductance, and magnetic susceptibility measurements. The NMR spectra of the ligands revealed that the para/ortho protons and para carbon were sensitive to the electronic effect of substituents. The CHNS analysis presented CuLCl2 (L = OCH3, CH3, Cl) and CuL2Cl2 (L = Br) stoichiometries for the copper complexes. FTIR spectra showed that the bidentate ligands were coordinated to the copper ion through their nitrogen and sulfur atoms. The electronic spectra have suggested square planar and octahedral geometries for these complexes. The EPR spectra demonstrated that the solid state copper(II) complexes possess dx2–y2 orbital ground state and g∥ > g⊥ > 2.0023 in a tetragonal environment. The compounds were evaluated for in vitro antimicrobial activity against S. aureus, B. subtilis, E. coli, and C. albicans. The copper complexes showed higher activity than the parent ligands against S. aureus and B. subtilis; the electron-donating OCH3 and CH3 derivatives were more active than the withdrawing Br- and Cl-substituted compounds.http://dx.doi.org/10.1155/2019/9203435 |
| spellingShingle | Temitope E. Olalekan Adeniyi S. Ogunlaja Gareth M. Watkins SN-Donor Methylthioanilines and Copper(II) Complexes: Synthesis, Spectral Properties, and In Vitro Antimicrobial Activity Heteroatom Chemistry |
| title | SN-Donor Methylthioanilines and Copper(II) Complexes: Synthesis, Spectral Properties, and In Vitro Antimicrobial Activity |
| title_full | SN-Donor Methylthioanilines and Copper(II) Complexes: Synthesis, Spectral Properties, and In Vitro Antimicrobial Activity |
| title_fullStr | SN-Donor Methylthioanilines and Copper(II) Complexes: Synthesis, Spectral Properties, and In Vitro Antimicrobial Activity |
| title_full_unstemmed | SN-Donor Methylthioanilines and Copper(II) Complexes: Synthesis, Spectral Properties, and In Vitro Antimicrobial Activity |
| title_short | SN-Donor Methylthioanilines and Copper(II) Complexes: Synthesis, Spectral Properties, and In Vitro Antimicrobial Activity |
| title_sort | sn donor methylthioanilines and copper ii complexes synthesis spectral properties and in vitro antimicrobial activity |
| url | http://dx.doi.org/10.1155/2019/9203435 |
| work_keys_str_mv | AT temitopeeolalekan sndonormethylthioanilinesandcopperiicomplexessynthesisspectralpropertiesandinvitroantimicrobialactivity AT adeniyisogunlaja sndonormethylthioanilinesandcopperiicomplexessynthesisspectralpropertiesandinvitroantimicrobialactivity AT garethmwatkins sndonormethylthioanilinesandcopperiicomplexessynthesisspectralpropertiesandinvitroantimicrobialactivity |