- Synthesis and characterization of new azobenzene-containing bis pentacyanoferrate(II) stoppered push-pull [2]rotaxanes, with α- And β-cyclodextrin. Towards highly medium responsive dyes
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The solvatochromic behavior of novel synthesized azo-containing viologen-based rotaxanes, combining push-pull linear and α or β-cyclodextrin macrocyclic components is examined. These rotaxanes are stoppered by pentacyanoferrate(II) units. The latter stabi
- Deligkiozi, Ioanna,Voyiatzis, Evangelos,Tsolomitis, Athanase,Papadakis, Raffaello
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- Solid-Phase Zincke Reaction for the Synthesis of Peptide-4,4′-bipyridinium Conjugates
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We present herein the development of a new synthetic strategy for the conjugation of 4,4′-bipyridinium derivatives into peptide scaffolds. The methodology, based on the development of a solid-phase version of the Zincke reaction between activated pyridini
- Cortón, Pablo,García, Marcos D.,López-Sobrado, Vanesa,Novo, Paula,Pazos, Elena,Peinador, Carlos
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- Strong Emission Enhancement in pH-Responsive 2:2 Cucurbit[8]uril Complexes
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Organic fluorophores, particularly stimuli-responsive molecules, are very interesting for biological and material sciences applications, but frequently limited by aggregation- and rotation-caused photoluminescence quenching. A series of easily accessible
- Schoder, Stefan,Schr?der, Hendrik V.,Cera, Luca,Puttreddy, Rakesh,Güttler, Arne,Resch-Genger, Ute,Rissanen, Kari,Schalley, Christoph A.
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- Face selectivity of inclusion complexation of viologens with ?2-cyclodextrin and 6-O-(2-sulfonato-6-naphthyl)-?2-cyclodextrin
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Face selectivity in binding of methyloctyl viologen (C1C8V2+: 1) and adamantylmethyl viologen (AdaC1V2+: 2) with ?2-CD and 6-O-(2-sulfonato-6-naphthyl)-?2-CD (?2-CD-NS: 4) has been investigated. Circu
- Park, Joon Woo,Song, Hee Eun,Lee, Soo Yeon
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- Photo- and Thermochromic and Adsorption Properties of Porous Coordination Polymers Based on Bipyridinium Carboxylate Ligands
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The zwitterionic bipyridinium carboxylate ligand 1-(4-carboxyphenyl)-4,4′-bipyridinium (hpc1) in the presence of 1,4-benzenedicarboxylate anions (BDC2-) and Zn2+ ions affords three porous coordination polymers (PCPs): [Zn5
- Toma, Oksana,Mercier, Nicolas,Allain, Magali,Kassiba, Abdel Adi,Bellat, Jean-Pierre,Weber, Guy,Bezverkhyy, Igor
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- Formation of ring-in-ring complexes between crown ethers and rigid TVBox8+
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A rigid octacationic tetraviologen-based cyclophane, TVBox8+, is reported. It possesses a highly electron-deficient rectangular cavity with a length of 23 ? and width of 6.1 ? and is capable of encapsulating either two small π-aromatic guest mo
- Sun, Junling,Frasconi, Marco,Liu, Zhichang,Barnes, Jonathan C.,Wang, Yuping,Chen, Dongyang,Stern, Charlotte L.,Fraser Stoddart
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- A series of polyaromatic hydrocarbons conjugated viologens: Synthesis, supramolecular structures in solid state, and electrochemical and photophysical properties
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Viologens have extensive applications in supramolecular chemistry and materials science. An efficient approach to tune the electrochemical and photophysical properties as well as supramolecular interactions of a viologen unit is to extend its conjugation
- Lin, Feng,Zhao, Xin
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- Pentacyanoiron(II) as an electron donor group for nonlinear optics: Medium-responsive properties and comparisons with related pentaammineruthenium(II) complexes
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In this article, we describe a series of complex salts in which electron-rich {FeII(CN)5}3- centers are coordinated to pyridyl ligands with electron-accepting N-methyl/aryl-pyridinium substituents. These compounds have bee
- Coe, Benjamin J.,Harries, Josephine L.,Helliwell, Madeleine,Jones, Lathe A.,Asselberghs, Inge,Clays, Koen,Brunschwig, Bruce S.,Harris, James A.,Garin, Javier,Orduna, Jesus
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- Tunable fluorescence behaviors of a supramolecular system based on a fluorene derivative and cucurbit[8]uril and its application for ATP sensing
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In this work, we developed a supramolecular fluorescent system based on host-guest interactions between a fluorene derivative carrying two bispyridinium units (FPy) and cucurbit[8]uril (CB[8]). In aqueous solution, the system showed outstanding tunable em
- Ye, Rongqin,Cui, Qianling,Yao, Chuang,Liu, Ronghua,Li, Lidong
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- Self-assembly of cucurbit[7]uril based triangular [4]molecular necklaces and their fluorescence properties
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Self-assembly of rigid-rod dipyridine ligand 1 with M(en)(NO3)2 (M = Pd, Pt) affords triangular (3, 5) and square (4, 6) supramolecular coordination complexes (SCCs). The binding affinity of 1 toward CB[n]-type containers results in the formation of triangular [4]molecular necklaces ([4]MNs, 7-10) by either one-pot or post complexation approaches as evidenced by 1H NMR, diffusion ordered spectroscopy, and ESI-MS.
- Samanta, Soumen K.,Brady, Kimberly G.,Isaacs, Lyle
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- Fluorescence enhancement and cytotoxicity reduction of bis-viologen biphenyl by complexation of cucurbit[7]uril
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The effect of cucurbit[7]uril (CB[7]) on fluorescence properties and biocompatibility of the bis-viologen biphenyl molecule (BPV22+) was investigated by using 1H NMR spectroscopy, fluorescence emission titration, and in vitro cytotoxicity experiments. CB[7] can be combined with BPV22+ in a stoichiometric ratio of 1:1 and 2:1. After the formation of host-guest complex, the fluorescence emission intensity of BPV22+ increased significantly, and the emission spectrum blue shifted. Meanwhile, the host-guest complexes showed better biocompatibility than BPV22+ in cell cytotoxicity studies. Results of this paper lay a foundation for the development of host-guest type of fluorescent probes, biological imaging and so forth.
- Zhou, Jing,Hou, Shengzhen,Zhang, Jin,Chen, Yanru,Chen, Hao,Tan, Yebang
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- Rational Design of Pore Size and Functionality in a Series of Isoreticular Zwitterionic Metal-Organic Frameworks
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The isoreticular expansion and functionalization of charged-polarized porosity has been systematically explored by the rational design of 11 isostructural zwitterionic metal-organic frameworks (ZW-MOFs). This extended series of general structural composition {[M3F(L1)3(L2)1.5]·guests}n was prepared by employing the solvothermal reaction of Co and Ni tetrafluoroborates with a binary ligand system composed of zwitterionic pyridinium derivatives and traditional functionalized ditopic carboxylate auxiliary ligands (HL1·Cl = 1-(4-carboxyphenyl)-4,4′-bipyridinium chloride, Hcpb·Cl; or 1-(4-carboxyphenyl-3-hydroxyphenyl)-4,4′-bipyridinium chloride, Hchpb·Cl; and H2L2 = benzene-1,4-dicarboxylic acid, H2bdc; 2-aminobenzene-1,4-dicarboxylic acid, H2abdc; 2,5-dihydroxy-1,4-benzenedicarboxylic acid, H2dhbdc; biphenyl-4,4′-dicarboxylic acid, H2bpdc; or stilbene-4,4′-dicarboxylic acid, H2sdc). Single-crystal structure analyses revealed cubic crystal symmetry (I-43m, a = 31-36 ?) with a 3D pore system of significant void space (73-81%). The pore system features three types of pores being systematically tunable in size ranging from 17.4 to 18.8 ? (pore I), 8.2 to 12.8 ? (pore II), and 4.8 to 10.4 ? (pore III) by the choice of auxiliary ligands. All members of this series have noninterpenetrating structures and exhibit robust architectures, as evidenced by their permanent porosity and high thermal stability (up to 300 °C). The structural integrity and specific surface areas could be systematically optimized using supercritical CO2 exchange methods for framework activation resulting in BET surface areas ranging from 1250 to 2250 m2/g. Most interestingly, as a structural landmark, we found the pore surfaces lined with charge gradients employed by the pyridinium ligands. This key feature results in significant adsorption of carbon dioxide and methane which is attributed to polarization effects. With this contribution we pioneer the reticulation of pyridinium building blocks into extended zwitterionic networks in which specific properties can be targeted.
- Aulakh, Darpandeep,Islamoglu, Timur,Bagundes, Veronica F.,Varghese, Juby R.,Duell, Kyle,Joy, Monu,Teat, Simon J.,Farha, Omar K.,Wriedt, Mario
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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 0035-0037
(2021/04/03)
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- Novel viologen compound and preparation thereof
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The invention relates to novel viologen compounds and a preparation method thereof. Specifically, the invention provides a type of compounds with a structure shown by a formula I. The definitions of the groups are as in the specifications. The compounds of the formula I provided by the invention can be widely applied in the aspects of soft matter material construction, photoelectric materials, and solar cells.
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Paragraph 0154; 0156
(2020/07/23)
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- Novel asymmetric viologen compound as well as preparation method and application thereof (by machine translation)
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The invention discloses a novel asymmetric viologen compound and a preparation method and application thereof, wherein the novel asymmetric viologen compound is mainly composed of 4, 4' - bipyridine and different electron donating groups, electron withdra
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Paragraph 0052-0053; 0055
(2020/10/30)
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- Aryl-viologen pentapeptide self-assembled conductive nanofibers
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A pentapeptide sequence was functionalized with an asymmetric arylated methyl-viologen (AVI3D2) and through controllable β-sheet self-assembly, conductive nanofibers were formed. Using a combination of spectroscopic techniques and conductive atomic force
- Clarke, David E.,Olesińska, Magdalena,M?nch, Tobias,Schoenaers, Ben,Stesmans, Andre,Scherman, Oren A.
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supporting information
p. 7354 - 7357
(2019/06/27)
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- BLACK ELECTROCHROMIC COMPOUND, AND ELECTROLYTE-INTEGRATED RADIATION CURABLE ELECTROCHROMIC COMPOSITION AND ELECTROCHROMIC DEVICE WHICH CONTAIN SAME
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The present invention relates to an electrochromic compound, and an electrochromic composition and an electrochromic device, including the same. The electrochromic compound according to the present invention may achieve excellent black coloring effects and excellent curing characteristics, and thus may be used advantageously in an electrochromic device.
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Paragraph 0091; 0094-0095
(2020/01/12)
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- Color-changing organic-inorganic hybrid material, and preparation method and application of material
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The invention discloses a color-changing organic-inorganic hybrid material, and a preparation method and an application of the material. A chemical formula of the material is [Cd3(CPBPY)2(BDC)3], wherein CPBPY is 3-benzoic acid-4,4'-dipyridyl; and BDC is
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Paragraph 0042-0044
(2018/09/21)
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- AN ELECTROCHROMIC MATERIAL, AND AN ELECTROCHROMIC PARTICLE AND AN ELECTROCHROMIC DEVICE COMPRISING THE SAME
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Disclosed are novel viologen compound, an electrochromic particle comprising the same, and an electrochromic device comprising the same.
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Page/Page column 25; 26
(2016/11/21)
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- Square [5]molecular necklace formed from cucurbit[8]uril and carbazole derivative
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The formation of square 5-member molecular necklace ([5]MN) is presented by utilizing the host-guest recognition-driven self-assembly between CB[8] and carbazole derivative 1·2Cl-, which bears two 4,4′-bipyridin-1-ium (BP) arms with a orthogonal geometry. The self-assembly and stimuli-responsive behaviors of square [5]MN are comprehensively investigated by NMR (1H, COSY, NOSEY, and DOSY), UV-vis, DLS, and SEM methods.
- Li, Jie,Yu, Yang,Luo, Linzhi,Li, Yawen,Wang, Pinpin,Cao, Liping,Wu, Biao
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supporting information
p. 2306 - 2310
(2016/05/10)
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- CRYSTALLINE BIPYRIDINIUM RADICAL COMPLEXES AND USES THEREOF
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Described herein are methods of generating 4,4′-bipyridinium radical cations (BIPY?+), and methods for utilizing the radical-radical interactions between two or more BIPY?+ radical cations that ensue for the creation of novel materia
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Paragraph 0106-0107
(2015/07/15)
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- Wholly-rigid rod-rod amphiphiles: Synthesis, crystal structures, and self-assembling behavior in water
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A series of fully rigid rod-rod type amphiphilic molecules have been constructed by using 4,4′-bipyridin-1-ium or 4,4′-bipyridin-1, 1′-diium (viologen) as a hydrophilic segment and phenyl, biphenyl or para-tert-phenyl as a hydrophobic unit. The crystal st
- Lin, Feng,Zhou, Tian-You,Zhan, Tian-Guang,Zhao, Xin
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p. 2251 - 2256
(2014/03/21)
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- The construction of rigid supramolecular polymers in water through the self-assembly of rod-like monomers and cucurbit[8]uril
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Two new types of supramolecular polymers have been constructed via the self-assembly of rigid rod-like monomers and cucurbit[8]uril (CB[8]) in water. These supramolecular polymers possessed rigid backbones and further aggregated into stick-like bunched fi
- Lin, Feng,Zhan, Tian-Guang,Zhou, Tian-You,Zhang, Kang-Da,Li, Guang-Yu,Wu, Jian,Zhao, Xin
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supporting information
p. 7982 - 7985
(2014/07/08)
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- LIGHT-ABSORBING MATERIAL AND PHOTOELECTRIC CONVERSION ELEMENT
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The present invention provides a light-absorbing material capable of providing high photoelectric conversion efficiency when applied to a photoelectric conversion element. The light-absorbing material of the present invention has a structure represented b
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Page/Page column 24-25
(2012/04/10)
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- Variation of the viologen electron relay in cyclodextrin-based self-assembled systems for photoinduced hydrogen evolution from water
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The light-driven reduction of protons for the production of molecular hydrogen in multicomponent systems depends on electron relays such as viologens. We describe here the effect of viologens appended with guest moieties (adamantane or bile acid) on the e
- Contreras Carballada, Pablo,Mourtzis, Nikos,Felici, Marco,Bonnet, Sylvestre,Nolte, Roeland J. M.,Williams, Rene M.,De Cola, Luisa,Feiters, Martin C.
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p. 6729 - 6736
(2013/01/15)
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- Cucurbituril complexes of viologens bound to TiO2 films
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Methylviologen (1,1′-dimethyl-4,4′-bipyridinium dichloride, MV2+, 1) and a newly synthesized viologen derivative (l-methyl-l′-p-tolyl-4,4′-bipyridinium dichloride, MTV2+, 2) were encapsulated in a macrocyclic host, cucur[7]bituril, C
- Freitag, Marina,Galoppini, Elena
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experimental part
p. 8262 - 8269
(2011/12/15)
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- Study of the correlations of the MLCT Vis absorption maxima of 4-pentacyanoferrate-40′-arylsubstituted bispyridinium complexes with the Hammett substituent parameters and the solvent polarity parameters E NT and AN
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In this work six new 4-aryl substituted bispyridinium salts have been synthesized using 2, 4-dinitrophenyl-bispyridinium chloride as the starting material, which was arenamine exchanged via the Zincke reaction. These aromatic heterocyclic salts were used
- Papadakis, Raffaello,Tsolomitis, Athanase
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experimental part
p. 515 - 521
(2010/04/30)
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- METHOD OF MANUFACTURING BIPYRIDINIUM COMPOUND AND SYNTHETIC INTERMEDIATE OF THE SAME, METHOD OF MANUFACTURING DYE COMPOUND, AND NOVEL BIPYRIDINIUM COMPOUND AND NOVEL DYE COMPOUND COMPRISING THE SAME
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Provided is a method of manufacturing a bipyridinium compound denoted by general formula (A). In general formula (A), Ar1 and Ar2 each independently denote an optionally substituted (hetero)aryl group, R3 and R4 each independently denote a substituent that may form a ring with a pyridine ring to which the substituent substitutes, m3 and m4 each independently denote an integer ranging from 0 to 4, X denotes a halogen atom or RSO3, and R denotes an optionally substituted aryl group or alkyl group. The method can manufacture a 4,4′-bipyridinium compound under mild reaction conditions in an integrated manner without separation of intermediates.
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Page/Page column 27-28; 31
(2009/04/24)
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- CATION COMPOUND, DYE COMPOUND AND USE THEREOF, AND OPTICAL INFORMATION RECORDING MEDIUM
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The present invention relates to a cationic compound denoted by the general formula (I). In general formula (I), Ar1 and Ar2 each independently denote an optionally substituted aryl group or aromatic heterocyclic group, L1
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Page/Page column 57; 58
(2008/12/07)
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- N-Arylated pyridinium salts having reactive groups
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The pyridinium salts having reactive amine and/or pyridyl groups were obtained by the reaction using Zincke salts. Optical properties and anion exchange behavior of the obtained pyridinium salts were investigated.
- Yamaguchi, Isao,Higashi, Hideo,Shigesue, Sachiko,Shingai, Saki,Sato, Moriyuki
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p. 7778 - 7781
(2008/03/11)
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- PROCESS FOR PRODUCING BIPYRIDINIUM COMPOUND
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A process for producing a bipyridinium compound represented by formula (4), the process comprises: reacting a bipyridine which may have a substituent with a halogenated (hetero)aryl compound represented by formula (1), so as to produce a N,N'-bis((hetero)
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Page/Page column 26-27
(2010/02/14)
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- Synthesis and monoamine oxidase B catalyzed oxidation of C-4 heteroaromatic substituted 1,2,3,6-tetrahydropyridine derivatives
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The monoamine oxidase B (MAO-B) catalyzed oxidation of amines has been proposed to proceed via a polar pathway, an initial single-electron transfer pathway and an initial hydrogen atom transfer pathway. Results from previous studies on selected N-cyclopropyl-4-substituted-1,2,3,6-tetrahydropyridine derivatives have led us to consider a mechanism for these cyclic tertiary allylamines which may not necessarily involve the aminyl radical cation as required by an initial single-electron transfer step. The studies summarized in this paper were undertaken to explore further the structural features that determine the MAO-B substrate and/or inactivator properties of various 1,4-disubstituted tetrahydropyridine derivatives. We report here the results of our studies on the synthesis and MAO-B catalyzed oxidation of 1-methyl- and 1-cyclopropyl-1,2,3,6-tetrahydropyridine derivatives bearing a variety of heteroaromatic groups at C-4. All of the N-cyclopropyltetrahydropyridine analogs were time and concentration dependent inhibitors of MAO-B while all of the N-methyltetrahydropyridine analogs and the N-cyclopropyl-4-(1- methyl-2-pyrryl)tetrahydropyridine analog were substrates. The substrate properties (k(cat)/K(M)) covered a range of 6 to 1800 min-1 mM-1 while the range for the inactivator properties for which k(inact)/K(I) values could be obtained was 0.1-1.0 min-1 mM-1. The partition ratios for the N-cyclopropyl analogs varied from 4 to 17 except for the 4-(1-methyl-2- pyrryl) analog, which had a partition ratio of 400. These results are discussed in terms of the putative allylic radical intermediate and in the context of the hydrogen atom transfer and single-electron transfer based mechanisms.
- Nimkar, Sandeep K.,Anderson, Andrea H.,Rimoldi, John M.,Stanton, Matthew,Castagnoli, Kay P.,Mabic, Stephane,Wang,Castagnoli Jr., Neal
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p. 1013 - 1022
(2007/10/03)
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