- Rigid linear and star-shaped π-conjugated 2,2′:6′,2″- terpyridine ligands with blue emission
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(Diagram presented) A series of rigid linear and star-shaped π-conjugated 2,2′:6′,2″-terpyridine derivatives with the C-C single-, double-, and triple-bond linkages have been developed through the Suzuki, the Sonogashira, and the Wittig reactions. Such la
- Yuan, Si-Chun,Chen, Hai-Bo,Zhang, Yun,Pei, Jian
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- DNA-binding, cytotoxicity and apoptosis induction of Pt/Fe-based heterometallo-supramolecular polymer for anticancer drug application
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We synthesized two Pt/Fe-based metallo-supramolecular polymers with Pt (II) and Fe(II) introduced alternately (polyFePtL1 and polyFePtL2) for anticancer drug application. They have octahedral Fe(II)-centers and square-planar Pt (II)-centers bound with ace
- Rana, Utpal,Chakraborty, Chanchal,Kanao, Miki,Morita, Hiromi,Minowa, Takashi,Higuchi, Masayoshi
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- Self-Assembly of Metallo-Supramolecules with Dissymmetrical Ligands and Characterization by Scanning Tunneling Microscopy
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Asymmetrical and dissymmetrical structures are widespread and play a critical role in nature and life systems. In the field of metallo-supramolecular assemblies, it is still in its infancy for constructing artificial architectures using dissymmetrical bui
- Shi, Junjuan,Li, Yiming,Jiang, Xin,Yu, Hao,Li, Jiaqi,Zhang, Houyu,Trainer, Daniel J.,Hla, Saw Wai,Wang, Heng,Wang, Ming,Li, Xiaopeng
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- 4′-Phenyl-2,2′:6′,2″-terpyridine derivatives-synthesis, potential application and the influence of acetylene linker on their properties
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Novel derivatives of 4'-phenyl-2,2':6′,2″-terpyridine (tpy) with ethynyl (T1), 2-ethynyl-9,9-dioctylfluorene (T2), 9,9-dioctylfluorene (T3), 9-ethynyl-10-decyloxyanthracene (T4) substituents were obtained via Sonogashira or Suzuki-Miyaura coupling reactions, respectively, and thoroughly characterized. The presence of ethynyl bridge impacts photophysical properties of novel compounds by shifting absorption and emission spectra towards longer wavelengths as compared to T3, where fluorene is connected with tpy via a single bond. TGA measurements showed that among the new terpyridines those obtained as solids exhibited high thermal stability as opposed to those which were oils (tpy containing fluorene motif). Due to the fact that high thermal stability of 4'-phenyl-2,2':6′,2″-terpyridine derivatives showed photoluminescence (PL) quantum yield (Φ) in the range of 27–84% in solution, their electroluminescence ability was tested in diodes with guest-host configuration. For the compounds dispersed in a matrix consisting of poly(9-vinylcarbazole) (PVK) (50 wt %) and (2-tert-butylphenyl-5-biphenyl-1,3,4-oxadiazole) (PBD) (50 wt %) radiation with maxima between 374 and 531 nm and characterized with Φ in the range of 8–12% was observed. They exhibited green or violet electroluminescence. The results confirmed the substantial role of aryl groups and the linker in the presented terpyridines in terms of their thermal, electrochemical, optical and electroluminescence properties. In addition, density functional theory (DFT) and time-dependent-density functional theory (TD-DFT) calculations were performed to provide an independent support and deeper insight into the experimental results.
- Zych, Dawid,Slodek, Aneta,Matussek, Marek,Filapek, Micha?,Szafraniec-Gorol, Gra?yna,Ma?lanka, S?awomir,Krompiec, Stanis?aw,Kotowicz, Sonia,Schab-Balcerzak, Ewa,Smolarek, Karolina,Ma?kowski, Sebastian,Olejnik, Marian,Danikiewicz, Witold
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- Geometrically isomeric Pt(II)/Fe(II)-based heterometallo-supramolecular polymers with organometallic ligands for electrochromism and the electrochemical switching of Raman scattering
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Heterometallo-supramolecular polymers with Pt(ii) and Fe(ii) ions introduced alternately (cis-polyPtFe and trans-polyPtFe) in a precise way were prepared successfully by the 1:1 complexation of Fe(ii) ions with cis- or trans-conformational organo-Pt(ii) l
- Chakraborty, Chanchal,Pandey, Rakesh K.,Rana, Utpal,Kanao, Miki,Moriyama, Satoshi,Higuchi, Masayoshi
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- Multitasking with Chemical Fuel: Dissipative Formation of a Pseudorotaxane Rotor from Five Distinct Components
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A 3-fold completive self-sorted library of dynamic motifs was integrated into the design of the pseudorotaxane-based rotor [Zn(2·H+)(3)(4)]2+ operating at k298 = 15.4 kHz. The rotational motion in the five-component device is based on association/dissocia
- Ghosh, Amit,Paul, Indrajit,Schmittel, Michael
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- Mono- and Diruthenium, Symmetrical and Unsymmetrical Complexes Bridged by Pyrene Derivatives: Experimental and Theoretical Studies
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New mono- and diruthenium, symmetrical and unsymmetrical complexes, bridged by a new cyclometalating 1,3,6,8-tetra(4-substituted-2-pyridyl)pyrene derivative containing the solubilizing group 2,2-dimethylpropyloxy, with the terminal 4′-phenyl-2,2′:6′,2′′-terpyridine ligands containing diethylamine and a 2-ethynyl-9,9-dioctylfluorene moiety, were synthesized and thoroughly characterized. Thermal studies show that the obtained complexes retain high thermal stability. Spectroscopic studies show the metal-to-ligand charge-transfer excitation. Further, electrochemical studies show delocalization of the electronic charge (mixed valance). In addition, density functional theory and time-dependent density functional theory calculations have provided more detail about the structural properties and a deeper understanding of the experimental results. All of the obtained results show the considerable differences between the mono- and diruthenium and symmetrical and unsymmetrical complexes.
- Zych, Dawid,Slodek, Aneta,Paj?k, Micha?,Krompiec, Stanis?aw,Spólnik, Grzegorz,Danikiewicz, Witold
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p. 3868 - 3877
(2017/09/13)
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- Assessing dimerisation degree and cooperativity in a biomimetic small-molecule model by pulsed EPR
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Pulsed electron paramagnetic resonance (EPR) spectroscopy is gaining increasing importance as a complementary biophysical technique in structural biology. Here, we describe the synthesis, optimisation, and EPR titration studies of a spin-labelled terpyrid
- Ackermann,Giannoulis,Cordes,Slawin,Bode
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supporting information
p. 5257 - 5260
(2015/03/30)
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- Cyclometalated Platinum(II) Terpyridylacetylide with a Bis(arylamine) Donor as a Proton-Triggered Luminescence Chemosensor for Zn2+
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A cyclometalated Pt(II) acetylide derivative bearing a bis(arylamine) donor (D) and a terpyridine (TPY) receptor (A) was successfully synthesized and characterized. This three-component D-π-A system displays an intense low-energy absorption band at λ
- Qiu, Dongfang,Li, Mengmeng,Zhao, Qian,Wang, Hongwei,Yang, Chunxia
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p. 7774 - 7782
(2015/08/25)
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- Superaromatic terpyridines based on corannulene responsive to metal ions
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Two superaromatic terpyridine ligands (1 and 2) incorporating a corannulene unit at the 4′-position are reported. The optical and metal sensing properties of both ligands were investigated by the naked eye, and UV-vis and fluorescence spectroscopy in this work. In 1, the corannulene motif is directly connected to the 4′-phenylterpyridine domain, while in 2, the corannulene motif and the 4′-phenylterpyridine domain are separated by an acetylene linker. Both 1 and 2 can work as chemosensors for metal ions and display different optical responses to various metal ions. It is shown that both ligands exhibit a colorimetric sensing ability for Fe2+ through an obvious color change from colorless to magenta, and this color change can be observed easily by the naked eye. The addition of Fe2+ also leads to significant changes in the absorption spectra of the ligands. A characteristic red shift in the emission spectra is observed in the presence of Zn 2+, which facilitates the discrimination of Zn2+ from other metal ions. In addition, density functional theory (DFT) and time-dependent-density functional theory (TD-DFT) calculations were performed and shown to be consistent with the observed experimental results. The Royal Society of Chemistry.
- Wu, Difeng,Shao, Tao,Men, Jian,Chen, Xiaochuan,Gao, Guowei
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supporting information
p. 1753 - 1761
(2014/01/06)
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- A new highly selective and sensitive fluorescent probe for Zn2+ and its application in cell-imaging
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A new fluorescent probe, 3-((4-([2,2′:6′,2″-terpyridin]- 4′-yl)phenyl)ethynyl)-7-methoxy-2H-chromen-2-one (ZC-F7) composed of coumarin as the fluorophore and terpyridine as the receptor is designed and synthesized. Based on the intramolecular charge transfer (ICT) effect, the probe exhibits significant variation on emission wavelengths with shifts more than 100 nm after combined with Zn2+, in accordance with the conversion of emission colors from blue to green. Good selectivity and sensitivity of this probe towards Zn2+ can be found even on the ppb level in aqueous solution. The Job's plot test suggests a 1:1 stoichiometry between ZC-F7 and Zn2+. The application of the fluorescence probe in bio-imaging is also demonstrated, proving its potential usage in fields such as environment protection, water treatment and safety inspection.
- Hu, Quan,Tan, Yiqun,Liu, Min,Yu, Jiancan,Cui, Yuanjing,Yang, Yu
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- Synthesis of new building blocks for use in supramolecular DNA architectures
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New nucleoside building blocks for the synthesis of functional DNA are presented. A porphyrin-bis nucleoside dU-porphyrin-dU was synthesised from a di-acetylene-substituted porphyrin using Sonogashira coupling with 5-iodo deoxy uridine. The same strategy
- Ruehl, Thomas,Stulz, Eugen
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scheme or table
p. 103 - 108
(2010/10/20)
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- Rigid π-Conjugated mono-, bis-, and tris(2,2′:6′,2″- terpyridines)
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A set of rigid, π-conjugated linear mono- and bisterpyridines and star-shaped tristerpyridines have been synthesized using Pd(0)-catalyzed coupling reactions and the Horner -Wadsworth-Emmons reaction. The terpyridyl ligands obtained feature strong emissio
- Winter, Andreas,Egbe, Daniel A. M.,Schubert, Ulrich S.
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p. 2344 - 2348
(2008/02/05)
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- Construction of Preorganized Polytopic Ligands via Palladium-Promoted Cross-Coupling Reactions
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Rigid preorganized multitopic ligands have been designed and synthesized. The Pd(0)-catalyzed cross-coupling reactions between ethynylated derivatives of bipyridine or terpyridine and the corresponding bipyridine or terpyridine halides or triflates provid
- Grosshenny, Vincent,Romero, Francisco M.,Ziessel, Raymond
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p. 1491 - 1500
(2007/10/03)
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- Novel ditopic terpyridine and phenylterpyridine ligands bridged by one or two ethynyl bonds: syntheses of rigid rod-like multinuclear complexes
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A novel series of ditopic ligands bearing two 2,2':6',2"-terpyridine ot two 4'-phenyl-2,2':6',2"-terpyridine subunits and an ethynyl (3a and 3b) or a diethynyl (4a and 4b) bridge has been synthesised from 4'-ethynyl-2,2':6',2"-terpyridine (1d) and 4'-(4-e
- Grosshenny, Vincent,Ziessel, Raymond
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p. C19 - C22
(2007/10/02)
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