Novel highly functionalized 1,4-naphthoquinone 2-iminothiazole hybrids: Synthesis, photophysical properties, crystal structure, DFT studies, and anti(myco)bacterial/antifungal activity
Gemili, Muge | Nural, Yahya | Ülger, Mahmut | Erat, Selma
In this paper, a series of novel highly functionalized 1,4-naphthoquinone 2-iminothiazole hybrids were synthesized via a cyclization reaction of 2,3-diaminonaphthalene-1,4-dione N-aroylthioureas and alpha-bromoketones in good to excellent yields (74-94%). The stereochemistry of one of the 1,4-naphthoquinone 2-iminothiazole products was characterized by single crystal X-ray diffraction technique. Photophysical properties of the compounds in DMSO, HAc and THF were determined by using UV-vis spectroscopy. The ground state geometries and the absorption spectra of the compounds were also determined using Density Functional Theory (DFT) and time-dependent DFT (TD-DFT) at B3LYP/631 + g(d,p) level of theory. The computed results are consistent with experimental values. An antimicrobial screening w...
Synthesis, Antibacterial Activity and Photophysical Properties of Bis-benzamide derivatives
Bobuş Alkaya, Günseli | Efeoğlu, Çağla. | Acar, İrem | Dincer Kaya, Fadime Nazlı | Nural, Yahya
In this study, N,N’-(dodecane-1,12-diyl)bis(2,4-dichlorobenzamide) and N,N’-(dodecane-1,12-diyl)bis(4-bromobenzamide) as new bis-benzamides were synthesized by reaction of 1,12-diaminododecane and two different acyl chloride compounds in 88% and 92% yield, respectively. Their molecular structures were characterized using 1H NMR, 13C NMR and FT-IR techniques. Antibacterial activities of the synthesized compounds were screened against Staphylococcus aureus ATCC 25923 and Escherichia coli ATCC 25922 strains. Moreover, photophysical properties of the products in CH2Cl2 and CHCl3 were investigated using UV-vis spectroscopy. The compound 3a exhibited positive solvatochromism about 31 nm by increasing of solvent polarity.