Water Soluble Benzimidazole Containing Ionic Palladium(II) Complex for Rapid Microwave-Assisted Suzuki Reaction of Aryl Chlorides

Şengül A. | Hanhan M.E.

Article | 2018 | Applied Organometallic Chemistry32 ( 4 )

In this paper a water soluble benzimidazole – Pd complex used for Suzuki reaction under conventional heating and microwave heating. To increase the activity of complex, ionic group change with bulky TBA+ and Bmim+ groups. To determine whether the reaction is homogeneous or heterogeneous, Hg(0) poisoning tests, hot filtration tests and CS2 poisoning tests were performed. Copyright © 2018 John Wiley & Sons, Ltd.

Structural studies and cytotoxic activity of a new dinuclear coordination compound of palladium(II)–2,2':6',2¨-terpyridine with rigid dianionic 1,2,4-triazole-3-sulfonate linker

Işık Büyükekşi S. | Erkısa M. | Şengül A. | Ulukaya E. | Yılmaztepe Oral A.

Article | 2018 | Applied Organometallic Chemistry32 ( 8 )

A new dinuclear coordination compound of palladium(II), [Pd2(terpy)2(µ-tas-N1,N4)]SO4·11H2O (1), was synthesized by tethering a doubly deprotonated 1,2,4-triazole-3-sulfonate (tas) linker generated in situ via oxidation of 1,2,4-triazole-3-thione (tat) under the synthetic conditions. X-ray diffraction analysis reveals that tat molecules adopt the thione form in the solid state, and are combined in infinite chains by symmetrically related classical intermolecular hydrogen bonds N1¦H1···S1, N3¦H3···N2 to give rise to R2 2(7) pattern in one-dimensional chains along the b-axis propagating along the a-axis. Further short contacts through . . . lone pairs of N2···S1 on the rings between the adjacent chains along the a-axis lead to a two-dimensional network structure. Compound 1 was characterized using infrared, 1H NMR and UV–visible spectroscopies, electrospray ionization mass spectrometry and X-ray crystallography. The crystal structure determination of 1 reveals that the Pd(II) ions are coordinated with four nitrogen atoms: three from terpy and one from tas acting as an end-to-end (µ-1,4) bridging ligand. The Pd(II) ions in 1 adopt a distorted square planar geometry. The anti-growth effect of 1 was tested on colorectal cancer (HCT-15), non-small-cell lung cancer (A549), prostate cancer (PC-3) and cervical cancer (HeLa) cell lines using sulforhodamine B viability assay. The cytotoxic effect was further confirmed using adenosine triphosphate viability assay. Compound 1 shows a promising cytotoxic activity in the diverse cancer cell models in vitro (p <0.0001). Copyright © 2018 John Wiley & Sons, Ltd Daha fazlası Daha az

Syntheses and studies of electron/energy transfer of new dyads based on an unsymmetrical perylene diimide incorporating chelating 1,10-phenanthroline and its corresponding square-planar complexes with dichloroplatinum(ii) and dichloropalladium(ii)

Işik Büyükekşi S. | Karatay A. | Acar N. | Küçüköz B. | Elmali A. | Şengül A.

Article | 2018 | Dalton Transactions47 ( 22 ) , pp.7422 - 7430

Perylene diimides (PDIs) are among the most versatile and functional dyes for supramolecular structures displaying characteristic high absorptions and photo-luminescence properties as the prerequisite for optoelectronic thin film devices. Despite intense investigations into these semi-conducting and electro-active materials, details of their electronic structure are still under examination. In particular, non-planar twisted PDIs as an electron acceptor is a promising model system for efficient charge generation and transport processes. Therefore, a new dyad, an unsymmetrical PDI, N'-(2-ethylhexyl)-N'-(1,10-phenanthroline)-1,6,7,12-t . . .etrakis-(4-methoxyphenoxy)-3,4,9,10-tetracarboxylic acid diimide (1) and its corresponding dichloroplatinum(ii) and dichloropalladium(ii) complexes as new dyads, [(Cl2)M(ii)-(1)] where, M(ii) = Pt(ii) (2) and Pd(ii) (3), were prepared. These dyads were fully characterized by FT-IR, 1D-NMR (1H-NMR and 13C-NMR), 2D-NMR (1H-1H COSY, 1H-13C HSQC, 1H-13C HMBC), MALDI TOF mass and UV-Vis spectroscopy. Electronic structure calculations have been employed based on Time-Dependent Density Functional Theory (TDDFT) calculations for the geometry-optimized electronic ground state structures in the gas phase and in dichloromethane (DCM). Current results indicate that 2 and 3 have similar HOMO-LUMO energy gaps which are smaller than 1. The energy and charge transfer processes with molecular structures are crucial for the design of future functional dyads based on donor and acceptor moieties for hybrid optoelectronic devices. Charge transfer mechanisms were also investigated with linear absorption, fluorescence and ultrafast transient absorption spectra for the newly synthesized compounds in DCM. The observed ultrafast intramolecular charge transfer from donor units on the PDI-2 compound is related to fluorescence quenching and faster singlet decay on transient measurements. © 2018 The Royal Society of Chemistry Daha fazlası Daha az

Structural, spectroscopic and passivation properties of a novel binuclear clamshell-type zinc(II) phthalocyanine as gate dielectric for OFET

Büyükekşi S.I. | Altlndal A. | Açar N. | Şengül A.

Article | 2018 | Journal of Porphyrins and Phthalocyanines22 ( 01.Mar ) , pp.64 - 76

A novel clamshell-type binuclear zinc(II) phthalocyanine (2) was synthesized by cross condensation of the bisphthalonitrile (1) with 4-tert-butylphthalonitrile and zinc acetate in 1:10:4 ratio. The structure of the novel compound was characterized by elemental analysis, UV-vis, FT-IR (ATR), HR MALDI-TOF mass, 1H NMR, 13C DEPT NMR and 1H-1H COSY NMR methods. Applying electronic absorption spectroscopy and density functional theory (DFT) revealed that in THF the geometry of 2 is twisted to adopt an intermediate clamshell conformation in which the spacing between the Zn centers is about 8.1Å, providing a very good account of the observ . . .ed spectrum exhibiting the characteristic B (Soret) band at 347 nm and the Q band at 673 nm. In solution, 2 was found to exist in non-aggregated form. The calculated fluorescence quantum yields (?F = 0.23 in THF and 0.10 in DMF) were relatively reduced in comparison to that of std ZnPc. In particular, understanding of leakage current conduction mechanisms in gate dielectrics is crucial for the development of field effect transistors with improved device performance. Analysis of the reverse bias current-voltage data indicated that the origin of leakage current conduction mechanisms in clamshell-type zinc(II) phthalocyanine is Poole-Frenkel emission. The capacitance density of 12.7 nF cm-2 at 5 Hz. and 12.1 nF cm-2 at 13 MHz was obtained with the FTO/Pc/Au sandwich structure. © 2018 World Scientific Publishing Company Daha fazlası Daha az

Spectroscopic, electrochemical and photovoltaic properties of Pt(II) and Pd(II) complexes of a chelating 1,10-phenanthroline appended perylene dIImide

Işik Büyükekşi S. | Şengül A. | Erdönmez S. | Altindal A. | Orman E.B. | Özkaya A.Ri.

Article | 2018 | Dalton Transactions47 ( 8 ) , pp.2549 - 2560

In this study, a bis-chelating bridging perylene diimide ditopic ligand, namely N,N'-di(1,10-phenanthroline)-1,6,7,12-tetrakis-(4-methoxyphenoxy)perylene tetracarboxylic acid diimide (1), was synthesized and characterized. Further reactions of 1 with d8 metal ions such as Pt(ii) and Pd(ii) having preferential square-planar geometry afforded the novel triads [(Cl2)M(ii)-(1)-M(ii)(Cl2)] where M(ii) = Pt(ii) (2), and Pd(ii) (3), respectively. The isolated triads and the key precursor were fully characterized by FT-IR, 1D-NMR (1H NMR and 13C DEPT NMR), 2D-NMR (1H-1H COSY, 1H-13C HSQC, 1H-13C HMBC), MALDI-TOF mass and UV/Vis spectroscopy . . .. The electrochemical properties of 1, 2 and 3 were investigated by cyclic voltammetry as well as in situ spectroelectrochemistry and also in situ electrocolorimetric measurements. These compounds were shown to exhibit net colour changes suitable for electrochromic applications. The compounds exhibited remarkably narrow HOMO-LUMO gaps, leading to their ease of reduction at low negative potentials. More importantly, dye-sensitized solar cells (DSSCs) were also fabricated using 1-3 to clarify the potential use of these complexes as a sensitizer. Analysis of the experimental data indicated that 2 has good potential as a sensitizer material for DSSCs. © 2018 The Royal Society of Chemistry Daha fazlası Daha az

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