Transition Metal(II) Complexes of a Novel Symmetrical Benzothiazole-Based Ligand: Synthesis, Spectral/Structural Characterization and Fluorescence Properties

Gülcan, Mehmet; Karataş, Yaşar; Işık, Sema; Ozturk, Gulsiye; Akbaş, Esvet; Şahin, Ertan

doi:10.1007/s10895-014-1455-3

Cited by 22 publications

(10 citation statements)

References 41 publications

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“…The antimicrobial results obtained are in agreement with the Tweedy's chelation theory which predicts that chelation reduces the polarity of the metal atom mainly because of partial sharing of its positive charge with donor groups and possible electron delocalization over the whole ring. This consequently increases lipophilic character of the chelates, favouring its permeation through lipid layers of the microbial membrane …”

Section: Resultsmentioning

confidence: 99%

Nickel(II) and copper(II) complexes of 2,2’‐bibenzo[d]thiazole: Synthesis, characterisation and biological studies

Omaka¹,

Ekennia²,

Njoku³

et al. 2018

Applied Organom Chemis

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Benzothiazole moiety has gained a lot of attention because of its importance as essential pharmacophore in the development of metal based drugs. Nickel (II) and copper(II) complexes of a benzothiazole based ligand, 2,2'-bibenzo[d]thiazole (L 1 ), synthesized by the reaction of benzothiazole-2-carbonylchloride and o-aminothiophenol, is reported. The compounds were characterised by elemental and percentage metal analyses, spectroscopic (FTIR and UV-vis), 1 H and 13 C NMR, Mass spectra, thermal, magnetic moment and molar conductance analyses. The mass spectra, elemental and percentage metal composition of the metal complexes gave a 2:1 ligand to metal stoichiometric mole ratio. The spectral data showed that the ligand was coordinated to the metal ions through the nitrogen atoms of the benzothiazole moiety. The electronic spectra and magnetic susceptibility measurements showed that the nickel and copper complexes adopted square planar geometries. The ligand and its metal(II) complexes were screened against some drug resistant microbes and were found to exhibit varied degree of antimicrobial activities. The nickel complex was more active compared to ciprofloxacin against Staphylococcus aureus and Bacillus cereus. Similarly, the antioxidant potential of the ligand was evaluated. The ligand is a better ferrous ion chelating agent compared to 1,10-phenanthroline and 2,2-bipyridine. The ligand and its complexes exhibited good antimicrobial and Fe 2+ chelating properties making them probable compounds of interest in antibiotic and antioxidant drug researches.

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Section: Resultsmentioning

confidence: 99%

Nickel(II) and copper(II) complexes of 2,2’‐bibenzo[d]thiazole: Synthesis, characterisation and biological studies

Omaka¹,

Ekennia²,

Njoku³

et al. 2018

Applied Organom Chemis

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“…Recently, a facile method for the synthesis of benzothiazole has been described by Gulcan and co‐workers using o ‐aminothiophenol 53 and 4‐ tert ‐butyl‐2,6‐diformylphenol 65 (2:1 ratio) under refluxing condition in ethanol for 24 h to afford desired benzothiazole 66 in high yield (Scheme ).…”

Section: Synthetic Methodologymentioning

confidence: 99%

Recent Advances in the Chemistry and Biology of Benzothiazoles

Gill

Rawal

Bariwal

2015

Archiv der Pharmazie

150

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Benzothiazole is a privileged heterocyclic scaffold having a benzene ring fused with a five-membered thiazole ring. This moiety has attracted considerable attention because of its wide range of pharmacological activities such as antitubercular, antimicrobial, antimalarial, anticonvulsant, anthelmintic, analgesic, anti-inflammatory, antidiabetic, antitumor activity, etc. In the last few years, some novel benzothiazoles have been developed with varied biological activities. To access this scaffold in high yield and to introduce diversity, a variety of new synthetic methods have been invented. In this review, we highlight the development of novel benzothiazoles for various biological activities along with the best synthetic protocols for their synthesis.

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“…This band may be assigned to a 2 B 1g → 2 A 1g transition, characteristic for a distorted octahedral structure. 19 In addition, the complexes of Co(II) and Ni(II) exhibited two bands at 14684 and 16977 cm -1 and at 9354 and 10405 cm -1 , assigned to 4 T 1g (F)→ 4 A 2g (F), 4 T 1g (F)→ 4 T 2g (F) and 3 A 2g (F)→ 3 T 2g (F), 3 A 2g (F)→ 3 T 1g (F) transitions, respectively, suggesting octahedral coordination. The copper(II) complex of HL 4 shows a band at 12650 cm -1 , assignable to a 2 B 1g → 2 A 1g transition, characteristic for a distorted square-planar geometry.…”

Section: Electronic Absorption Spectramentioning

confidence: 99%

Spectral, NLO and antimicrobial studies of Co(II), Ni(II) and Cu(II) complexes of Schiff base ligands of 2-amino-6-nitrobenzothiazole

Kanagavalli¹,

Sankarganesh²,

Raja³

et al. 2019

JSCS

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Novel series of Co(II), Ni(II) and Cu(II) transition metal complexes were synthesized from the Schiff base ligands HL 1-HL 4 derived from 2-amino-6nitrobenzothiazole with various aromatic aldehydes, i.e., 4-methylbenzaldehyde, 4ethylbenzaldehyde, 2-hydroxybenzaldehyde and 4-hydroxybenzaldehyde, respectively. The ligands HL 1-HL 4 and their metal (II) complexes were characterized by atomic absorption spectroscopy (AAS), magnetic susceptibility and molar conductance measurements, and UV-Vis, FT-IR and NMR spectroscopic techniques. The spectroscopic studies revealed that the complexes of HL 1-HL 3 coordinated in an octahedral environment and L 4 in square planar/tetrahedral geometry. The ligands HL 1-HL 4 and their metal(II) complexes were screened for their antimicrobial activities against Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa and Candida albicans. The results suggest that the complexes of HL 4 possess greater inhibition activity towards C. albicans. The nonlinear optics (NLO) activities of ligands HL 1-HL 4 were determined. The obtained results showed that ligands HL 1 and HL 2 have greater second harmonic generation (SHG) efficiency than HL 3 and HL 4 .

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Transition Metal(II) Complexes of a Novel Symmetrical Benzothiazole-Based Ligand: Synthesis, Spectral/Structural Characterization and Fluorescence Properties

Cited by 22 publications

References 41 publications

Nickel(II) and copper(II) complexes of 2,2’‐bibenzo[d]thiazole: Synthesis, characterisation and biological studies

Nickel(II) and copper(II) complexes of 2,2’‐bibenzo[d]thiazole: Synthesis, characterisation and biological studies

Recent Advances in the Chemistry and Biology of Benzothiazoles

Spectral, NLO and antimicrobial studies of Co(II), Ni(II) and Cu(II) complexes of Schiff base ligands of 2-amino-6-nitrobenzothiazole

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