- Synthesis, photophysical properties, and theoretical studies on pyrrole-containing bromo Re(I) complex
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Two bromo rhenium(I) carbonyl complexes with the formula of [Re(CO)3(L)Br], where L = 1,10-phenanthroline (Phen-Re) and 5-(1H-pyrrol-1-yl)-1,10-phenanthroline (Pyph-Re), were successfully synthesized with the aim to analyze the effect of the pyrrole (Py) moiety on the photophysical properties of Pyph-Re. It was found that the triplet metal-to-ligand charge-transfer dπ (Re) → π*(N-N) emission of Phen-Re and Pyph-Re centered at ca. 527 nm with the luminescence quantum yield (LQY) of 0.015 and ca. 578 nm with the LQY of 0.011, respectively. At the same time, the geometrical structures of the ground state and the absorption spectral properties of Phen-Re and Pyph-Re were also calculated with the 6-31G* basis set employed on C, H, N, O, and Br atoms, and LANL2DZ adopted on Re atom. According to the experimental and theoretical analysis, the red-shift of the photoluminescent spectrum and the lower LQY of Pyph-Re should be mainly attributed to the narrower energy gap between the highest occupied molecular orbital and the lowest unoccupied molecular orbital and the more LLCT transition ration of Pyph-Re, respectively.
- Si, Zhenjun,Li, Xiaona,Li, Xiyan,Zhang, Hongjie
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- Luminescent ruthenium(II) polypyridyl functionalized gold nanoparticles; Their DNA binding abilities and application as cellular imaging agents
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The synthesis and photophysical and biological investigation of Ru(II)-polypyridyl stabilized water-soluble, luminescent gold nanoparticles (AuNPs) are described. These structures bind to DNA and undergo rapid cellular uptake, being localized within the cell cytoplasm and nucleus within 4 h.
- Elmes, Robert B. P.,Orange, Kim N.,Cloonan, Suzanne M.,Williams, D. Clive,Gunnlaugsson, Thorfinnur
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- A shining proposal for the detection of dissolved O2 in aqueous medium: Self-calibrated optical sensing via a covalent hybrid structure of carbon-dots&Ru
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O2 is a life-supporting gas and has been widely recognized as an important analyte in life science, medical care and environmental science. Optical sensing for gaseous oxygen has been widely reported owing to the simple, cost-effective and easy-to-go procedure. On the other hand, optical sensors for dissolved oxygen in aqueous media have been rarely reported, since most of them are incompatible with water, leading to poor sensitivity and linearity. In this effort, we tried the combination of Ru(II)-bpy complex and carbon dots (CDs) via covalent bonds, where bpy = bipyridine. A hybrid structure, named as Ru@CD, was constructed for the detection of dissolved oxygen, using Ru(II)-bpy as sensing probe and CDs as water-compatible supporting matrix. Ru@CD was carefully characterized to confirm its hybrid structure. Detailed analysis suggested that its emission showed self-calibrated sensing signals for dissolved oxygen. A good linearity of 99.1% was realized. Its sensitivity (3.18) was higher than most literature values for dissolved oxygen detection. Its working equation was confirmed as a corrected Stern-Volmer equation (Lehrer mode). Good selectivity and signal stability were observed.
- Jiang, Yuanyuan,Liu, Liang,Liu, Xuelian,Mao, Li,Wang, Hongjun,Zhao, Yanping
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- Synthesis and characterization of a Eu-containing polymer precursor featuring thenoyltrifluoroacetone and 5-acrylamido-1,10-phenanthroline
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A polymerizable ligand, 5-acrylamido-1,10-phenanthroline (L), was synthesized. Its Eu(III) complex with 2-thenoyltrifluoroacetone (HTTA) was prepared and characterized by elemental analysis, IR, MS, and 1H NMR spectra. The photophysical properties of the complex were studied in detail by using UV, luminescence spectra, luminescence lifetime and quantum yield. The complex shows a remarkable luminescence quantum yield at room temperature (40.1%) upon ligand excitation and a long 5D0 lifetime (590 μs), which makes it not only a promising light-conversion molecular device but also an excellent luminescent polymer precursor.
- Xu, Cun-Jin,Li, Bo-Geng,Wan, Jin-Tao,Bu, Zhi-Yang
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- Synthesis and characterization of luminescent SiO2@Eu(phen–Si) core–shell nanospheres
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Four core–shell structured nanometre luminescent composites with different kernel sizes and different shell layer thicknesses (SiO2(500)@Eu (phen–Si)(50), SiO2(500)@Eu (phen–Si)(15), SiO2(250)@Eu (phen–Si)(5) and SiO2(250)@Eu (phen–Si)(10)) were made by changing synthesis conditions. Here, initial subscript numbers in parentheses refer to the particle size of the SiO2 core, whereas the final subscript numbers in parentheses refer to shell layer thickness. In these composites, silica spheres of 500?nm or 250?nm were identified as the core. The shell layer was composited of silicon, 1,10-phenanthroline and europium perchlorate, abbreviated as Eu(phen–Si); the chemical formula of phen–Si was phen-N-(CONH (CH2)Si(OCH2CH3)3)2. The composites were characterized by scanning electron microscopy (SEM), transmission electron microscopy (TEM), and infrared spectroscopy. The monodispersed spherical SiO2 showed characteristics of a regular microstructure and a smooth surface, as well as the advantage of dispersity, shown by SEM. The Eu(phen–Si) complex was able to self-assemble into monodispersed SiO2 spheres, as seen using TEM. Fluorescence spectra indicated that the four composites had excellent luminescence properties. Furthermore, composites composed of a SiO2 core and a 250?nm kernel size exhibited stronger fluorescence than 500?nm kernel-sized composites. Fluorescence properties were affected by shell thickness: the thicker the shell, the greater the fluorescence intensity. For the four composites, quantum yield values and fluorescence lifetime corresponded to fluorescence emission intensity data as quantum yield values and fluorescence lifetime were higher, and luminescence properties increased.
- Li, Wen-Xian,Zheng, Yu-Shan,Zhang, Hong-Bo,Bao, Jin-Rong,Li, Yi-Lian,Ma, Yang-Yang,Feng, Li-Na,Feng, Shu-Yan
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- In situ generation of self-enhanced luminophore by β-lactamase catalysis for highly sensitive electrochemiluminescent aptasensor
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This work described a new electrogenerated chemiluminescence (ECL) aptasensor for ultrasensitive detection of thrombin (TB) based on the in situ generating self-enhanced luminophore by β-lactamase catalysis for signal amplification. Briefly, a ruthenium complex (Ru-Amp), including two regions of [Ru(phen)2(cpaphen)]2+ and ampicillin (Amp), was synthesized as a self-enhanced ECL luminophore, which can produce an ECL signal through intramolecular interactions. Then, carbon nanotubes (CNTs) were used for immobilization of Ru-Amp via π-π stacking interactions to form the Ru-Amp@CNTs nanocomposite. Using poly(ethylenimine) (PEI) as a linkage reagent, Au nanocages (AuNCs), owing to their electronic property and large surface areas, were decorated to the CNTs to form the Ru-Amp@CNTs-PEI-AuNCs nanocomposites, which were further used to immobilize thrombin binding aptamer II (TBA II) to form a signal probe (Ru-Amp@CNTs-PEI-AuNCs-TBA II). Through "sandwich" tactics, TBA II bioconjugates, TB and TBA I were immobilized onto the gold nanoparticles modified electrode. Then, with the enzyme catalysis of β-lactamase, a novel self-enhanced ECL luminophore (Ru-AmpA) was in situ produced, which could exhibit a significant enhancement of ECL signal, due to the structure transformation of an amide bond into a secondary amine. A sandwich ECL assay for TB detection was developed with excellent sensitivity of a concentration variation from 1.0 fM to 1.0 pM and a detection limit of 0.33 fM. Therefore, the self-enhanced ECL luminophore, combining the further enhancement by in situ enzymatic reaction, is expected to have potential applications in biotechnology and clinical diagnosis.
- Gui, Guo-Feng,Zhuo, Ying,Chai, Ya-Qin,Xiang, Yun,Yuan, Ruo
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- Preparation and valence tautomeric behavior of a cobaltdioxolene complex with a new TTF-functionalized phenanthroline Ligand
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In this study, a new tetrathiafulvalene-functionalized phenanthroline ligand (TTF-phen) and a mononuclear cobalt(II) complex with a redox active 3,6-di-tert-butylsemiquinonato (3,6-dtsq) ligand was synthesized. Magnetic measurementsand IR spectroscopy suggested that the Co complex [Co(3,6- dtsq)2(TTF-phen)] exhibited thermally induced valence tautomerismin the temperature range 130400 K. This complex is the first example of a valence tautomeric complex with a TTFfunctionalized ligand.
- Kanegawa, Shinji,Kang, Soonchul,Sato, Osamu
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- Memristors Based on an Iridium(III) Complex Containing Viologen for Advanced Synaptic Bionics
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Memristors with nonvolatile memory properties are expected to open the era of neuromorphic computing. However, it remains a huge challenge to develop memristors with high uniformity, high stability, and low power consumption for advanced synaptic bionics. Herein, an electroactive iridium(III) complex Ir-vio was designed and synthesized by incorporating a viologen moiety into its N?N ligand. Complex Ir-vio showed multiple redox states and high sensitivity to an electrical stimulus. Importantly, two-terminal memristors with Ag/Ir-vio/W structure were successfully fabricated by the solution-processable method, which exhibited multilevel storage characteristics with a low switching threshold voltage of 0.5 V and high ON1/ON2/ON3/OFF current ratio of 105/103/102/1 at a low reading bias of 0.05 V. Moreover, the memristors can mimic synaptic plasticity, indicating that they can act as artificial synapses to construct brain-inspired neural networks. The memristive mechanisms can be ascribed to the interconversion among different charge-transfer and redox states under various electrical stimulus. To the best of our knowledge, this work is the first experimental demonstration of memristors based on iridium(III) complexes, opening a new era for the development of synaptic bionic devices based on organometallic compounds.
- Chen, Xintong,Deng, Yongjing,Li, Feiyang,Liu, Shujuan,Tong, Yi,Wang, Yu,Zhao, Qiang,Zhuang, Yanling
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- A highly selective off-on red-emitting phosphorescent thiol probe with large stokes shift and long luminescent lifetime
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(Figure presented) An OFF-ON red-emitting phosphorescent thiol probe is designed by using the 3MLCT photophysics of Ru(II) complexes, i.e., with Ru(II) as the electron donor. The probe is non-luminescent because the MLCT is corrupted by electron transfer from Ru(II) to an intramolecular electron sink (2,4-dinitrobenzenesulfonyl). Thiols cleave the electron sink, and the MLCT is re-established. Phosphorescence at 598 nm was enhanced by 90-fold, with a 143 nm (5256 cm-1) Stokes shift and a 1.1 μs luminescent lifetime.
- Ji, Shaomin,Guo, Huimin,Yuan, Xiaolin,Li, Xiaohuan,Ding, Haidong,Gao, Peng,Zhao, Chunxia,Wu, Wenting,Wu, Wanhua,Zhao, Jianzhang
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- Photophysical properties of lanthanide complexes with 5-nitro-1,10- phenanthroline
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Five novel lanthanide (Eu3+, Tb3+, Sm 3+,Dy3+, and Gd3+) complexes with 5-nitro-1,10-phenanthroline (phenNO2) have been synthesized and characterized by elemental analysis, IR, UV, and luminescence spectra. Thetriplet state energy of phenNO2 was determined to be 20,048 cm-1 via the phosphorescence spectra of phenNO2 and its gadolinium complex. The photophysical properties of these complexes indicated that the triplet state energy of the ligand is suitable for the sensitization of the luminescence of Eu3+ and Sm3+, especially the former. Springer-Verlag 2010.
- Xu, Cunjin
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- A novel white-luminescent ternary europium hybrids with phenanthroline functionalized periodic mesoporous organosilicas (PMOs) and 2-methyl-9- hydroxyphenalenone
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The molecular linkage (phenSi) is modified from 5-amino-1,10-phenanthroline (phenNH2) by 3-(triethoxysilyl)-propyl isocyanate (TESPIC). Then phenNH2 functionalized periodic mesoporous organosilica (PMO) hybrids are synthesized by linking ternary europium complexes with phenSi linkage and 2-methyl-9-hydroxyphenalenone (MHPO), which use co-condensation method in the presence of Pluronic P123 surfactant as a template. The europium PMO hybrid system (denoted as Eu(MHPO)3phen-PMO(NO3)3) has been characterized in detail, whose results reveal that these hybrids have uniformity in the mesopore structure. It is worthy pointing out that the europium hybrids show emission of both europium ion and phen functionalized PMOs, which can be integrated into the close white luminescence. This provides us a strategy to obtain white emissive lanthanide hybrids.
- Yan, Bing,Gu, Yan-Jing
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- Europium (III) complex functionalized Si-MCM-41 hybrid materials with visible-light-excited luminescence
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The synthesis of organics 9-hydroxyphenalenone (HPO), 2-methyl-9- hydroxyphenalenone (MHPO), 6-hydroxybenz[de]anthracen-7-one (HBAO), 5-amino-1,10-phenanthroline (phen-NH2) and its functionalized mesoporous MCM-41 by covalent band are reported, as well as those of Europium (III) hybrid mesoporous materials, EuL3phen-MCM-41 (L = HPO, MHPO, HBAO). The photoluminescence and microstructural properties are characterized, and the XRD and BET results revealed that all of these hybrid materials have uniformity in the mesostructure. It is worth noting that the excitation spectra of these hybrid materials have a broad absorption, which occupies from UV to visible region (250-475 nm). Upon ligand-mediated excitation with the visible light, the low efficient energy transfer exhibit between the organic ligands and europium(III) ion under visible excitation, but the maximum wavelength (456 nm/457 nm/451 nm) located at blue light region, which is in consistent with the blue LED light, then might be a feasible alternative in producing time-resolved luminescence under LED-excitation.
- Gu, Yan-Jing,Yan, Bing
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- Meta Selective C-H Borylation of Sterically Biased and Unbiased Substrates Directed by Electrostatic Interaction
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An electrostatically directed meta borylation of sterically biased and unbiased substrates is described. The borylation follows an electrostatic interaction between the partially positive and negative charges between the ligand and substrate. With this strategy, it has been demonstrated that a wide number of challenging substrates, especially 4-substituted substrates, can selectively be borylated at the meta position. Moreover, unsubstituted substrates also displayed excellent meta selectivity. The reaction employs a bench-stable ligand and proceeds at a milder temperature, precluding the need to synthesize a bulky and sophisticated ligand/template.
- Chaturvedi, Jagriti,Haldar, Chabush,Bisht, Ranjana,Pandey, Gajanan,Chattopadhyay, Buddhadeb
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supporting information
p. 7604 - 7611
(2021/05/26)
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- Molecular engineering for optical properties of 5-substituted-1,10-phenanthroline-based Ru(ii) complexes
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A series of homo- and heteroleptic Ru(ii) complexes[Ru(phen)3?n(phen-X)n](PF6)2(n= 0-3, X = CN, epoxy, H, NH2) were prepared and characterized. The influence of electron-withdrawing or electron-releasing substituents of the 1,10-phenanthroline ligands on the photo-physical properties was evaluated. It reveals fundamental interests in the fine tuning of redox potentials and photo-physical characteristics, depending both on the nature of the substitution of the ligand, and on the symmetry of the related homo- or heteroleptic complex. These complexes exhibit linear absorption and two-photon absorption (2PA) cross-sections over a broad range of wavelength (700-900 nm) due to absorption in the intra-ligand charge transfer (ILCT) and the metal-to-ligand charge transfer (MLCT) bands. These 2PA properties were more particularly investigated in the 700-1000 spectral range for a family of complexes bearing electro-donating ligands (phen-NH2).
- Beley, Marc,Blanchard-Desce, Mireille,Chevreux, Sylviane,Gros, Philippe C.,Lawson-Daku, Latévi Max,Lemercier, Gilles,Mongin, Olivier,Moreau, Juliette,Rousset, Elodie
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p. 10119 - 10132
(2021/08/03)
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- Ionic iridium (III) complex containing viologen units and preparation method and application thereof
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The invention discloses an ionic iridium (III) complex containing viologen units, the iridium (III) complex is composed of a metal center iridium atom, different counter anions, different C^N ligandsand N^N ligands, the structural formula is as follows: the excellent photophysical characteristics of the ionic iridium (III) complex containing viologen units are utilized, and a memristor is prepared through device structure optimization. The memristor has a good application effect in the aspect of nerve synapse electronic bionics.
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Paragraph 0035-0036; 0039
(2021/04/03)
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- A Click Chemistry Approach to Developing Molecularly Targeted DNA Scissors
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Nucleic acid click chemistry was used to prepare a family of chemically modified triplex forming oligonucleotides (TFOs) for application as a new gene-targeted technology. Azide-bearing phenanthrene ligands—designed to promote triplex stability and copper binding—were ‘clicked’ to alkyne-modified parallel TFOs. Using this approach, a library of TFO hybrids was prepared and shown to effectively target purine-rich genetic elements in vitro. Several of the hybrids provide significant stabilisation toward melting in parallel triplexes (>20 °C) and DNA damage can be triggered upon copper binding in the presence of added reductant. Therefore, the TFO and ‘clicked’ ligands work synergistically to provide sequence-selectivity to the copper cutting unit which, in turn, confers high stabilisation to the DNA triplex. To extend the boundaries of this hybrid system further, a click chemistry-based di-copper binding ligand was developed to accommodate designer ancillary ligands such as DPQ and DPPZ. When this ligand was inserted into a TFO, a dramatic improvement in targeted oxidative cleavage is afforded.
- Carell, Thomas,Crisp, Antony L.,Kellett, Andrew,Lauria, Teresa,Müller, Markus,McKee, Vickie,Slator, Creina,Stazzoni, Samuele
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p. 16782 - 16792
(2020/11/30)
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- Flexible RuII Schiff Base Complexes: G-Quadruplex DNA Binding and Photo-Induced Cancer Cell Death
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A series of new RuII Schiff base complexes built on the salphen moiety has been prepared. This includes four flexible monometallic RuII compounds and six rigid bimetallic analogues that contain NiII, PdII or PtII cations into the salphen complexation site. Steady state luminescence titrations illustrated the capacity of the compounds to photoprobe G-quadruplex (G4) DNA. Moreover, the vast array of the Schiff base structural changes allowed to extensively assess the influence of the ligand surface, flexibility and charge on the interaction of the compounds with G4 DNA. This was achieved thanks to circular dichroism melting assays and bio-layer interferometry studies that pointed up high affinities along with good selectivities of RuII Schiff base complexes for G4 DNA. In cellulo studies were carried out with the most promising compounds. Cellular uptake with location of the compounds in the nucleus as well as in the nucleolus was observed. Cell viability experiments were performed with U2OS osteosarcoma cells in the dark and under light irradiation which allowed the measurements of IC50 values and photoindexes. They showed the substantial role played by light irradiation in the activity of the drugs in addition to the low cytotoxicity of the molecules in the dark. Altogether, the reported results emphasize the promising properties of RuII Schiff base complexes as a new class of candidates for developing potential G4 DNA targeting diagnostic or therapeutic compounds.
- Gillard, Martin,Weynand, Justin,Bonnet, Hugues,Loiseau, Frédérique,Decottignies, Anabelle,Dejeu, Jér?me,Defrancq, Eric,Elias, Benjamin
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supporting information
p. 13849 - 13860
(2020/10/02)
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- A self-calibrating phosphorescent polymeric probe for measuring pH fluctuations in subcellular organelles and the zebrafish digestive tract
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The precise regulation of pH in biological systems, including intracellular organelles and tissues, is essential to the normal functions of vital movement. Accurate pH determination will contribute to a better understanding of related physiological processes and the effective monitoring of physiologic derangements. Luminescence imaging and sensing are useful tools for biological study. However, the conventional intensity-based detection method suffers from low signal-to-noise ratio. Herein, we report a water-soluble ratiometric phosphorescent probe (P-pH) for measuring pH fluctuations in biological samples based on ratiometric photoluminescence imaging and photoluminescence lifetime imaging. P-pH consists of a pH-responsive iridium(iii) complex, pH-inert iridium(iii) complex, and hydrophilic poly(N-vinyl-2-pyrrolidone). Owing to its dual emission, P-pH was successfully used to monitor the pH variation in mitochondria and lysosomes based on the ratiometric readout. Using P-pH, the reliable evaluation of three types of pH modifiers in the zebrafish digestive tract was also realized with a distinguishable long emission lifetime. This is the first example of assessing pH modifiers in real animal models using a luminescent approach.
- Chen, Zejing,Guo, Song,Jiang, Jiayang,Liu, Shujuan,Meng, Xiangchun,Shi, Yuxiang,Xie, Mingjuan,Zhao, Qiang,Zou, Liang
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supporting information
p. 2265 - 2271
(2020/03/04)
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- Cell-responsive ruthenium complex anticancer drug and preparation method thereof
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The invention relates to the technical field of anticancer drugs, in particular to a ruthenium complex anticancer drug and a preparation method thereof. The ruthenium complex anticancer drug is activated through redox, inserted into tumor cell DNA, and coordinated with DNA to undergo a crosslinking reaction, so as to prevent DNA replication and DNA breakage. Due to the introduction of a planar structure ligand, namely, 1,8-naphthalic anhydride, the binding capacity of the drug to DNA is enhanced by 14.17 times, and the stability and anti-tumor activity of the anticancer drug are greatly improved.
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Paragraph 0050; 0052; 0053
(2019/08/01)
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- Probing anion and cation with novel salicylidene Schiff base receptor appended with 1, 10-phenanthroline: Mimicking INHIBIT molecular logic gate
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A novel tailor-made 1, 10-phenanthroline based Schiff base, 2-((E)-(1, 10-phenanthroline -5-ylimino) methyl) phenol, (1) receptor has been designed, synthesized and reported as multi-ion responsive scaffolds for the sensing of both anions and cations via chromogenic methods. In CH3CN, receptor 1 displayed excellent selectivity for F? ions amongst anions and for Al3+ and Hg2+ ions amongst cations. Moreover, the colorless solution of 1 turned yellow only with F? ions due to new absorption band in visible region. Receptor 1 formed 1:1 complex with F? ions while 1:2 with the Hg2+/Al3+ ions as revealed by the separate Job's plot analysis. Receptor 1 can also mimic the functioning of “TRANSFER” and INHIBIT molecular logic gate with chemical inputs from Al3+ and F? ions.
- Alreja, Priya,Kaur, Navneet
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p. 127 - 131
(2018/05/28)
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- 5-nitro-1,10-phnanthroline derivatives and pharmaceutical composition for prevention and treatment of tuberculosis containing the same
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The present invention relates to a 5-nitro-1,10-phenanthroline derivative, an isomer thereof or a pharmaceutically acceptable salt thereof, and a pharmaceutical composition for preventing or treating tuberculosis containing the same as an active ingredient. The 5-nitro-1,10-phenanthroline derivative, and the isomer thereof or the pharmaceutically acceptable salt thereof shows excellent inhibitory effects against active and inactive tubercular bacillus, and thus can be useful for treating tuberculosis.COPYRIGHT KIPO 2017
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Paragraph 0135 - 0139
(2017/08/15)
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- Dual mechanism of action of 5-Nitro-1,10-phenanthroline against mycobacterium tuberculosis
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New chemotherapeutic agents with novel mechanisms of action are urgently required to combat the challenge imposed by the emergence of drug-resistant mycobacteria. In this study, a phenotypic whole-cell screen identified 5-nitro-1,10-phenanthroline (5NP) as a lead compound. 5NP-resistant isolates harbored mutations that were mapped to fbiB and were also resistant to the bicyclic nitroimidazole PA-824. Mechanistic studies confirmed that 5NP is activated in an F420-dependent manner, resulting in the formation of 1,10-phenanthroline and 1,10-phenanthrolin-5-amine as major metabolites in bacteria. Interestingly, 5NP also killed naturally resistant intracellular bacteria by inducing autophagy in macrophages. Structure-activity relationship studies revealed the essentiality of the nitro group for in vitro activity, and an analog, 3-methyl-6-nitro-1,10-phenanthroline, that had improved in vitro activity and in vivo efficacy in mice compared with that of 5NP was designed. These findings demonstrate that, in addition to a direct mechanism of action against Mycobacterium tuberculosis, 5NP also modulates the host machinery to kill intracellular pathogens.
- Kidwai, Saqib,Park, Chan-Yong,Mawatwal, Shradha,Tiwari, Prabhakar,Jung, Myung Geun,Gosain, Tannu Priya,Kumar, Pradeep,Alland, David,Kumar, Sandeep,Bajaj, Avinash,Hwang, Yun-Kyung,Song, Chang Sik,Dhiman, Rohan,Lee, Ill Young,Singh, Ramandeep
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supporting information
(2017/11/04)
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- Preparation methods and application of rare earth europium complex and fluorescent foam thereof
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The invention discloses preparation methods and application of a rare earth europium complex and fluorescent foam thereof. The preparation method of the rare earth europium complex comprises the steps that Phen is adopted as a raw material and reacts with a concentrated acid solution to generate Phen-NO2, Phen-NO2 and hydrazine hydrate react to obtain Phen-NH2, Phen-NH2 and Eu(TTA)3.2H2O are mixed and react, and then the rare earth europium complex Eu(TTA)3.Phen-NH2 is obtained. The rare earth europium complex is dissolved in a DMSO solution, anions and cations are detected through an ion titration method, and the rare earth europium complex has a good recognition function on H2PO4-, CH3COO-, F- and Cu2+. The preparation method of the fluorescent foam of the rare earth europium complex comprises the steps that Eu(TTA)3.Phen-NH2 serves as luminescent molecules to be introduced into a common foamed system of PEG600, open-loop epoxidized soybean oil polyalcohol and MDI, and the fluorescent foam of the rare earth europium complex is prepared. The preparation method of the fluorescent foam is simple, short in reaction time and environmentally friendly, and the recognition function on Cu2+ is good. Compared with a traditional product, due to the fact the amount of foam is large, the specific surface area is large, the single recognition capacity is high, the defect that a traditional fluorescence probe is quenched in an aqueous solution can be overcome, and the fluorescent foam has wide application prospects in the fields of medical treatment, agriculture, food and the like.
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Paragraph 0052; 0053; 0054
(2017/04/28)
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- A Simple and Selective Fluorescent Sensor for Zn2+ and H+ Ions in Aqueous Solution with OR Logic Gate Function
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The synthesis and properties of a new compound, viz., (N,N′-[1,10-phenanthroline-4,7-diyldi((E)methylylidene)]bis(1,10-phenanthrolin-5-amine) (1), is described. Compound 1 can be used as a selective fluorescent Zn2+ sensor in buffered solution. Furthermore, 1 induces turn on fluorogenic response to H+ ions. Finally, it is shown that an OR logic gate can be constructed with 1 by using Zn2+ and H+ as two-inputs. [Figure not available: see fulltext.]
- Algi, Melek Pamuk
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p. 1083 - 1089
(2016/05/19)
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- Silver(I)-Promoted ipso-Nitration of Carboxylic Acids by Nitronium Tetrafluoroborate
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A novel and efficient method for the regioselective nitration of a series of aliphatic and aromatic carboxylic acids to their corresponding nitro compounds using nitronium tetrafluoroborate and silver carbonate in dimethylacetamide has been described. This transformation is believed to proceed via the alkyl-silver or aryl-silver intermediate, which subsequently reacts with the nitronium ion to form nitro substances. Mild reaction conditions, tolerant of a broad range of functional groups, and formation of only the ipso-nitrated products are the key features of this methodology when compared to known methods for syntheses of nitroalkyls and nitroarenes.
- Natarajan, Palani,Chaudhary, Renu,Venugopalan, Paloth
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p. 10498 - 10504
(2015/11/18)
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- Two structurally analogous ruthenium complexes as naked-eye and reversible molecular "light switch" for G-quadruplex DNA
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A pair of symmetrical furyl based ruthenium(II) complexes ([Ru(phen) 2dpq-df]2 + (1) and [Ru(bpy)2dpq-df] 2 + (2) (phen = 1,10-phenanthroline, bpy = 2,2′-bipyridine, dpq-df = dipyrido (3,2-a:2′,3′-c) quinoxaline-difuran) have been prepared and characterized. The binding properties of both complexes toward G-quadruplex DNA have been investigated by fluorescence spectroscopy, UV-Vis spectroscopy, circular dichroism (CD), fluorescence resonance energy transfer (FRET) melting assays and molecular docking studies. The experimental results indicated that both Ru-complexes exhibited a remarkable "light switch" effect in the presence of hybrid G-quadruplex DNA. Interestingly, the "light switch" can be repeated off and on through the successive addition of Cu2 + ions and EDTA, and all these behaviors can be observed even by the naked eyes. Moreover, FRET melting assay revealed that both complexes could be potential stabilizers for G-quadruplex architectures. The computational studies not only confirmed that the two complex molecules bound to one G-quadruplex DNA molecule, but also explained the "light switch" effect.
- Lu, Xiao-Hui,Shi, Shuo,Yao, Jun-Liang,Gao, Xing,Huang, Hai-Liang,Yao, Tian-Ming
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- Supramolecular chemosensor for selective detection of iron in aqueous medium
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We have successfully developed a 'turn-on' colorimetric chemosensor for Fe3+ based on 1,10-phenanthroline. An amide derivative of 1,10-phenanthroline 4 was developed for the selective recognition of Fe 3+ over Co2+, Cr3+, Cu2+, Mn 2+, Ni2+, Ag+ and Zn2+ and could measure Fe3+ concentration in the range of 15-210 μM by UV-vis spectroscopy. Moreover, the addition of Fe3+ to a colourless solution of 4 turned its colour to light pink, indicating that 4 is capable of detecting Fe3+ by the naked eye. Compound 4 exhibits a major absorption band centred at 268 which shifted to 278 nm after addition of Fe3+, and a shoulder band around 514 nm was also observed. The complexation of Fe 3+ with 4 was analysed at a different pH and favourable binding was observed at pH 6.2.
- Nadeem, Said,Shah, Muhammad Raza,Khan, Burhan,Hoda, Numan,Topel, Oender
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p. 798 - 805
(2014/01/06)
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- DNA binding and cleavage properties of a newly synthesised Ru(II)-polypyridyl complex
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The single crystal X-ray structure of the newly synthesized ruthenium (II)-polypyridyl complex, [(bpy)2Ru(L)](PF6)2 (1) (bpy is 2,2′-bipyridyl and L is 2-methyl-2H-1,3,7,8-tetraaza- cyclopenta[l]phenanthren-2-ol revealed a near planar conformation for the fused imidazole moiety, suggesting the complex may be capable of binding to duplex DNA. Binding-induced changes in spectral properties, along with thermal denaturation and viscosity measurement studies confirmed that the complex binds to CT-DNA with a moderately high binding constant value (4.1 × 10 5 M-1) through intercalation. Photocleavage studies with the pBR322 plasmid DNA were performed following excitation of this complex into the Ru(dπ) → bpy/L(π*)-based MLCT band and have shown that this complex cleaves the circular pBR322 DNA into linear DNA. Inhibitor studies revealed that the hydroxyl radicals were mainly responsible for the DNA photocleavage reaction. Preliminary studies indicate that the -OH functionality in 1 was also found to hydrolyse the phosphodiester linkage of pBR322 in the dark.
- Ghosh, Amrita,Mandoli, Amit,Kumar, D. Krishna,Yadav, Narendra Singh,Ghosh, Tamal,Jha, Bhavanath,Thomas, Jim A.,Das, Amitava
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experimental part
p. 9312 - 9321
(2010/02/15)
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- Dipyridine-based compound and the use thereof
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The present invention discloses a dipyridine-based compound which can be used as electron-transporting and/or hole blocking material or phosphorous host in organic electroluminescence devices is disclosed. The mentioned dipyridine-based compound is represented by the following formula: wherein R1 and R2 are identical or different, and R1 and R2 are independently selected from the group consisting of: hydrogen atom, aryl moiety, hetero cycle, multiple fused ring, multiple fused ring with hetero atom(s); A is selected from the following group: wherein R3 and R4 are identical or different, R5 and R6 are identical or different, R7 and R8 are identical or different, R3, R4, R7, R8 are independently selected from the group consisting of: alkyl moiety and aryl moiety, and R5, R6 are independently selected from the group consisting of: alkyl moiety, aryl moiety and arylamine moiety.
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Page/Page column 14
(2008/06/13)
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- Half-subtractor operation in pH responsive N-heterocyclic amines
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Intramolecular charge transfer processes in simple molecules can be exploited to implement combinational digital operation.
- Suresh, Moorthy,Ghosh, Amrita,Das, Amitava
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p. 8205 - 8208
(2008/03/14)
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- Fluorescent group-containing carbodiimide compound
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Using the fluorescent group-containing carbodiimide compound represented-by the following formula (I) as the label and the like in the nucleic acid detection method, immunoassay, or chemiluminescence assay, labeling can be made efficiently for a short time, a nucleic acid derived from nature can be labelled, and highly sensitive assay is enabled. wherein F represents a fluorescent group; A represents a moiety selected from the group consisting of --CH2 --, --NHCO--, --CONH--, --O--, --S--, --NR-- wherein R is an alkyl group, --COO--, --OCO--, --NHSO2 --, and --SO2 NH--; n is 0 or 1; W represents a direct bond or a quaternary ammonium group; Y1, Y2 and Y3 each represents an alkylene group which may have a functional group in its main chain; and B represents H or a monovalent organic group which may be the same as or different from that represented by --W--Y1 --?A!n --F.
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- Polycyclic ketones and preparative methods therefor
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Ketones having formulas (1)-(3) are provided by improved methods which involve the treatment of compounds having formulas (9)-(11) with aqueous base. STR1 wherein Rx is NO2.
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- Synthesis and Study of a Mixed-ligand Ruthenium(II) Complex in Its Ground and Excited States: Bis(2,2'-bipyridine)(dipyridophenazine-N4N5)ruthenium(II)
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The ruthenium(II) complex 2+ (bipy = 2,2'-bipyridine, dppz = dipyridophenazine) was synthesized, characterized, and studied.Its oxidation and first reduction potentials are respectively 1.24 and -1.02 V (vs. saturated calomel electrode).The maxima of the metal-to-ligand charge-transfer absorption and emission occur respectively at 448 and 610 nm.These data suggest that 2+ is made up of two electronically independent units, one behaving as a 2+-like chromophore, the other as a phenazine-like electron acceptor.Excited-state absorption spectra were obtained for 2+ and its parent complex 2+.Above 500 nm the latter shows only one maximum (at 510 nm), and the former shows two maxima (around 526 and 557 nm), whereas radical anions of both bipyridine and phenazine or dipyridophenazine show two maxima (at 512 and 552 nm for phenazine).In the case of 2+ these results can be interpreted in terms of a light-induced directed charge transfer from the ruthenium to the phenazine part of the dipyridophenazine ligand, and its localization on this ligand moiety.Photochemical properties of 2+ were studied in ethanol.The excited state of the complex is quenched both by an electron acceptor (methylviologen, kq = 1.37*109 dm3 mol-1 s-1) and an electron donor (triethanolamine, kq = 4.40*107 dm3 mol-1 s-1).
- Amouyal, Edmond,Homsi, Abdulrazzak,Chambron, Jean-Claude,Sauvage, Jean-Pierre
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p. 1841 - 1845
(2007/10/02)
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