Yazar "Yakut, Mehtap" seçeneğine göre listele

Listeleniyor 1 - 4 / 4
  • [ X ]
    Öğe
    Phosphorus-nitrogen compounds. Part 72. Bisspiro(N/N) cyclotri-phosphazenes with 4-chlorobenzyl and ferrocenyl pendant arms: Synthesis, structural characterization, dye-sensitized solar cell fabrication and antituberculosis activity studies
    (Elsevier, 2024) Berberoglu, Ipek; Cemaloglu, Resit; Binici, Arzu; Yakut, Mehtap; Asmafiliz, Nuran; Kilic, Zeynel; Guzel, Remziye
    In this study, dichlorobisspiro(N/N)cyclotriphosphazenes with 4-chlorobenzyl and ferrocenyl-pendant arms were prepared to investigate their spectroscopic and crystallographic characterizations, and antituberculosis activities. The chlorine replacement reactions of tetrachloro(4-chlorobenzyl)spiro(N/N)cyclotri-phosphazenes with ferrocenyldiamines (4 and 5) lead to dichlorobispiro(N/N)cyclotriphosphazenes, containing unsymmetrical diaminospirorings. All cyclotriphosphazenes were characterized by mass spectrometry, FTIR and 31P NMR spectroscopies. Two different stereogenic P-centers are present in the unsymmetrically substituted inorganicorganic fused hybrid rings. These compounds may be in the form of racemic mixtures (RR'/SS' and RS'/SR'). The molecular and crystal structures of trans (6a and 7a) and cis (6b and 7b) isomers were elucidated by singlecrystal X-ray structural crystallography. The space groups of trans-6a, cis-6b, trans-7a and cis-7b are centrosymmetric P -1, P bca, P 21/n and P bca, respectively. Therefore, the crystal lattices contain both enantiomers. The absolute configurations of P2 atoms of 6a, 6b, 7a and 7b are R, R, S and S, respectively. It was determined that the most effective compound was 6b against Mycobacterium tuberculosis H37Rv (ATCC 27,294) strain among the phosphazenes 6a, 6b and 10b. Among the compounds, In the reversible cyclic voltammograms of ferrocenyldispirophosphazenes, only one oxidation-reduction wave was observed. The HOMO energy values of the compounds were figured out using the oxidation potential (Eox). Whereas, the LUMO energy values were figured out from the optical band gap values using Tauc plots. In addition, it was determined that the most effective compound that can be used in dye-sensitized solar cells (DSSCs) is cis-11b.
  • Küçük Resim
    Öğe
    Phosphorus-nitrogen compounds. Part 72. Bisspiro(N/N)cyclotri-phosphazenes with 4-chlorobenzyl and ferrocenyl pendant arms: Synthesis, structural characterization, dye-sensitized solar cell fabrication and antituberculosis activity studies
    (Elsevier B.V., 2024) Berberoğlu, İpek; Cemaloğlu, Reşit; Binici, Arzu; Yakut, Mehtap; Asmafiliz, Nuran; Kılıç, Zeynel; Güzel, Remziye; 0000-0002-2802-0754; 0000-0001-7470-4156; 0000-0002-9335-4101
    In this study, dichlorobisspiro(N/N)cyclotriphosphazenes with 4-chlorobenzyl and ferrocenyl-pendant arms were prepared to investigate their spectroscopic and crystallographic characterizations, and antituberculosis activities. The chlorine replacement reactions of tetrachloro(4-chlorobenzyl)spiro(N/N)cyclotri-phosphazenes with ferrocenyldiamines (4 and 5) lead to dichlorobispiro(N/N)cyclotriphosphazenes, containing unsymmetrical diaminospirorings. All cyclotriphosphazenes were characterized by mass spectrometry, FTIR and 31P NMR spectroscopies. Two different stereogenic P-centers are present in the unsymmetrically substituted inorganic-organic fused hybrid rings. These compounds may be in the form of racemic mixtures (RR'/SS' and RS'/SR'). The molecular and crystal structures of trans (6a and 7a) and cis (6b and 7b) isomers were elucidated by single-crystal X-ray structural crystallography. The space groups of trans-6a, cis-6b, trans-7a and cis-7b are centrosymmetric P -1, P bca, P 21/n and P bca, respectively. Therefore, the crystal lattices contain both enantiomers. The absolute configurations of P2 atoms of 6a, 6b, 7a and 7b are R, R, S and S, respectively. It was determined that the most effective compound was 6b against Mycobacterium tuberculosis H37Rv (ATCC 27,294) strain among the phosphazenes 6a, 6b and 10b. Among the compounds, In the reversible cyclic voltammograms of ferrocenyl-dispirophosphazenes, only one oxidation–reduction wave was observed. The HOMO energy values of the compounds were figured out using the oxidation potential (Eox). Whereas, the LUMO energy values were figured out from the optical band gap values using Tauc plots. In addition, it was determined that the most effective compound that can be used in dye-sensitized solar cells (DSSCs) is cis-11b.
  • [ X ]
    Öğe
    Phosphorus-nitrogen compounds. Part 77. The synthesis of novel ferrocenyl(N/O)spiro- and 2-cis-4-dichloro-ferrocenyl(N/O)ansa-cyclotetraphosphazenes with 9-ethyl-3-carbazolyl pendant arm(s): spectral, bioactivity, electrochemical and dye-sensitized solar cell fabrication studies
    (Taylor & Francis Ltd, 2025) Mutlu, Gurcu; Yakut, Mehtap; Okumus, Aytug; Elmas, Gamze; Binici, Arzu; Guzel, Remziye; Sabah, Busra Nur
    Herein, the reactions of octachlorocyclotetraphosphazene (OCCP, 1) with sodium-3-ferrocenylmethyl-amino)-1-propanoxide (L1) gave hexachloro-ferrocenyl-(N/O)-spiro-2 and 2-cis-4-dichloro-ferrocenyl-(N/O)-ansa-3 cyclotetraphosphazenes in THF. Spiro- (2) reacted with excess 9-ethyl-N-methyl-3-carbazolyl-1,3-diaminopropane (L2) and 9-ethyl-N-ethyl-3-carbazolyl-1,2-diaminoethane (L3) to produce 2-trans-6-dispiro (dispiro-2a) and 2-trans-4-cis-6-trans-8-tetraspiro (tetraspiro-2b) cyclotetraphosphazenes, respectively. The reactions of ansa-3 with excess L2 led to the formation of monospiro {2-cis-4-dichloro-ansa-2-trans-6-spiro(N/N) (ansa-spiro-3b)} and dispiro {2-cis-4-dichloro-ansa-6-trans-8-dispiro(N/N) (ansa-dispiro-3b)} cyclotetraphosphazenes. However, the reactions of ansa-3 with excess 9-methyl-N-ethyl-3-carbazolyl-1,2-diaminomethane (L4) afforded 2-cis-4-dichloro-ansa-6-trans-8-dispiro(N/N) (ansa-dispiro-3a). Ansa-3 was also reacted with excess sodium 3-(9-ethyl-carbazolamino)-1-propanoxide (L5) to give 2-cis-4-dichloro-ansa-2-trans-6-spiro(N/O) (ansa-spiro-3c) and 2-cis-4-dichloro-ansa-6-trans-8-dispiro(N/O) (ansa-dispiro-3c) cyclotetraphosphazenes. Reactions were carried out by classical and microwave-assisted methods. These novel multi-heterocyclic inorganic/organic hybrid cyclotetraphosphazenes can offer valuable insights into developing new materials. Tetraspiro-2b and all ansa compounds have more than one stereogenic P-atom. The optical and electrochemical properties of some cyclotetraphosphazenes were investigated using UV-vis absorption and cyclic voltammetry (CV) techniques. As a result, these phosphazenes can be suggested as ferrocene-based charge transformable structures. They can be used as new-generation and synergistic dye-sensitized solar cell (DSSC) materials. Additionally, antimicrobial activities of five compounds (dispiro-2a, ansa-spiro-3b, ansa-dispiro-3b, ansa-spiro-3c and ansa-dispiro-3c) against various pathogenic bacteria and yeasts were evaluated. Their interactions with pBR322 plasmid DNA were also investigated.
  • [ X ]
    Öğe
    Phosphorus-nitrogen compounds: part 71. Novel unsymmetrically-substituted dispiro-cyclotriphosphazenes: synthesis, characterization, antituberculosis activity, and phototunable charge storage studies
    (Royal Soc Chemistry, 2023) Cemaloglu, Resit; Berberoglu, Ipek; Yakut, Mehtap; Binici, Arzu; Asmafiliz, Nuran; Kilic, Zeynel; Guzel, Remziye
    The aim of this research is to synthesize and characterize new organic-inorganic hybrid multi-heterocyclic dichlorodispiro(N/N)cyclotriphosphazenes and to elucidate their antituberculosis activities. To achieve this aim, primarily, trans (6a-11a) and cis (6b-11b) unsymmetrical dichlorodispiro(N/N)cyclotriphosphazenes were obtained from ferrocenyldiamines (4 and 5) and benzyl-pendant armed tetrachloromonospirophosphazenes as starting materials. Several spectroscopic techniques (mass spectrometry, FTIR, and 1H, 13C, and 31P NMR), as well as elemental analysis, were employed to characterize the new phosphazenes. All unsymmetrically substituted phosphazenes are expected to be racemic mixtures (RR '/SS ' and RS '/SR ') due to two different stereogenic P-centers. In addition, the molecular and crystal structures of cis-6b, cis-10b, and cis-11b isomers were elucidated via single-crystal X-ray crystallography. They belong to centrosymmetric C2/c, P21/c, and P1 space groups, respectively; thus, their crystal lattices must contain both the enantiomers, RR '/SS ' or SR '/RS '. Moreover, only one oxidation-reduction wave was observed for the ferrocenyl-dispirophosphazenes in the reversible cyclic voltammograms. The HOMO and LUMO energy values of the phosphazenes were calculated using the oxidation potential (Eox) and the optical band gap values using Tauc plots, respectively. To determine the phototunable charge storage properties of the four dispirophosphazenes, their memory functions were investigated under UV illumination. The antituberculosis activities of the dichlorodispiro(N/N)cyclotriphosphazenes trans-6a, cis-6b, trans-10a, and cis-10b against Mycobacterium tuberculosis H37Rv (ATCC 27294) strain were evaluated. The results showed that among these compounds, trans-6a (MIC value 18 mu g mL-1) was much more effective than the other phosphazenes. Unsymmetrical cis/trans dispirocyclotriphosphazenes were prepared. The electrochemical behaviors and phototunable charge storage properties of the compounds were determined. The antituberculosis activities were examined against M. tuberculosis H37Rv.