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Articles de revues sur le sujet « Triimidazole »

Auteur : Grafiati

Publié le 9 mars 2023

Mis à jour le 10 mars 2023

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1

Melnic, Elena, Victor Ch Kravtsov, Elena Lucenti та ін. "Regulation of π⋯π stacking interactions between triimidazole luminophores and comprehensive emission quenching by coordination to Cu(ii)". New Journal of Chemistry 45, № 20 (2021): 9040–52. http://dx.doi.org/10.1039/d1nj00909e.

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2

Hei, Ze-Huan, Gan-Lin Song, Chen-Yu Zhao, Wenhao Fan, and Mu-Hua Huang. "Supramolecular porous ionic network based on triazinonide and imidazolium: a template-free synthesis of meso-/macroporous organic materials via a one-pot reaction-assembly procedure." RSC Advances 6, no. 95 (2016): 92443–48. http://dx.doi.org/10.1039/c6ra20590a.

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A supramolecular porous ionic network (SPIN-1) was designed and prepared using a one-pot procedure, involving the quaternization of triimidazole triazine with cyanuric chloride followed by hydrolysis andin situassembly.

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3

Malpicci, Daniele, Clelia Giannini, Elena Lucenti, Alessandra Forni, Daniele Marinotto, and Elena Cariati. "Mono-, Di-, Tri-Pyrene Substituted Cyclic Triimidazole: A Family of Highly Emissive and RTP Chromophores." Photochem 1, no. 3 (2021): 477–87. http://dx.doi.org/10.3390/photochem1030031.

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The search of new organic emitters is receiving a strong motivation by the development of ORTP materials. In the present study we report on the preparation, optical and photophysical characterization, by both steady state and time resolved techniques, of two pyrene-functionalized cyclic triimidazole derivatives. Together with the already reported mono-substituted derivative, the di- and tri-substituted members of the family have revealed as intriguing emitters characterized by impressive quantum yields in solution and RTP properties in the solid state. In particular, phosphorescence lifetimes increase from 5.19 to 20.54 and 40.62 ms for mono-, di- and trisubstituted compounds, respectively. Based on spectroscopical results and theoretical DFT/TDDFT calculations on the di-pyrene molecule, differences in photophysical performances of the three compounds have been assigned to intermolecular interactions increasing with the number of pyrene moieties appended to the cyclic triimidazole scaffold.

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4

Previtali, Andrea, Elena Lucenti, Alessandra Forni, et al. "Solid State Room Temperature Dual Phosphorescence from 3-(2-Fluoropyridin-4-yl)triimidazo[1,2-a:1′,2′-c:1″,2″-e][1,3,5]triazine." Molecules 24, no. 14 (2019): 2552. http://dx.doi.org/10.3390/molecules24142552.

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Organic room temperature persistent luminescence is a fascinating but still largely unexplored phenomenon. Cyclic-triimidazole and its halogenated (Br, I) derivatives have recently revealed as intriguing phosphors characterized by multifaceted emissive behavior including room temperature ultralong phosphorescence (RTUP) associated with the presence of H-aggregates in their crystal structure. Here, we move towards a multicomponent system by incorporating a fluoropyridinic fragment on the cyclic-triimidazole scaffold. Such chromophore enhances the molecular properties resulting in a high photoluminescence quantum yield (PL QY) in solution but preserves the solid-state RTUP. By means of X-ray diffraction (XRD) analysis, theoretical calculations, steady-state and time-resolved spectroscopy on solutions, polymethylmethacrylate (PMMA) blends and crystals, the nature of the different radiative deactivation channels of the compound has been disclosed. In particular, the molecular fluorescence and phosphorescence, this latter observed in frozen solution and in PMMA blends, are associated to deactivation from S1 and T1 respectively, while the low energy RTUP, observed only for crystals, is interpreted as originated from H aggregates.

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5

Schubert, David M., Daniel T. Natan, Duane C. Wilson, and Kenneth I. Hardcastle. "Facile Synthesis and Structures of Cyclic Triimidazole and Its Boric Acid Adduct." Crystal Growth & Design 11, no. 3 (2011): 843–50. http://dx.doi.org/10.1021/cg101489t.

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6

Melnic, Elena, Victor Kravtsov, Elena Lucenti, Elena Cariati, Alessandra Forni, and Marina Fonari. "Structural landscape of CuII coordination compounds with isomers and derivatives of cyclic triimidazole." Acta Crystallographica Section A Foundations and Advances 75, a2 (2019): e502-e502. http://dx.doi.org/10.1107/s2053273319090545.

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7

Malpicci, Daniele, Alessandra Forni, Elena Cariati, et al. "Crystallization-Enhanced Emission and Room-Temperature Phosphorescence of Cyclic Triimidazole-Monohexyl Thiophene Derivatives." Molecules 28, no. 1 (2022): 140. http://dx.doi.org/10.3390/molecules28010140.

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The development of organic room-temperature phosphorescent (ORTP) materials represents an active field of research due to their significant advantages with respect to their organometallic counterparts. Two cyclic triimidazole (TT) derivatives bearing one and three hexyl-thiophene moieties, TT-HThio and TT-(HThio)3, have been prepared and characterized. Both compounds display enhanced quantum yields in their crystalline form with respect to those in a solution state, revealing crystallization-enhanced emissive (CEE) behavior. Importantly, while single fluorescence is observed in solution, crystalline powders also feature dual ORTP, whose respective molecular and aggregate origins have been disclosed through X-ray diffraction analysis and DFT/TDDFT calculations. The relation between the photophysical properties of TT-HThio and its crystallinity degree has been confirmed by a decrease in photoluminescent quantum yield (Φ) and loss of vibronic resolution when its crystals are ground in a mortar, revealing mechanochromic behavior and confirming CEE features.

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8

Lucenti, Elena, Alessandra Forni, Chiara Botta, et al. "Intrinsic and Extrinsic Heavy‐Atom Effects on the Multifaceted Emissive Behavior of Cyclic Triimidazole." Chemistry – A European Journal 25, no. 10 (2019): 2452–56. http://dx.doi.org/10.1002/chem.201804980.

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9

Lucenti, Elena, Alessandra Forni, Chiara Botta, et al. "Cyclic Triimidazole Derivatives: Intriguing Examples of Multiple Emissions and Ultralong Phosphorescence at Room Temperature." Angewandte Chemie International Edition 56, no. 51 (2017): 16302–7. http://dx.doi.org/10.1002/anie.201710279.

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10

Lucenti, Elena, Alessandra Forni, Chiara Botta, et al. "Cyclic Triimidazole Derivatives: Intriguing Examples of Multiple Emissions and Ultralong Phosphorescence at Room Temperature." Angewandte Chemie 129, no. 51 (2017): 16520–25. http://dx.doi.org/10.1002/ange.201710279.

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11

Previtali, Andrea, Wei He, Alessandra Forni, et al. "Tunable Linear and Nonlinear Optical Properties from Room Temperature Phosphorescent Cyclic Triimidazole‐Pyrene Bio‐Probe." Chemistry – A European Journal 27, no. 67 (2021): 16690–700. http://dx.doi.org/10.1002/chem.202102839.

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12

Wang, Rong-Yan, Xiao Zhang, Qi-Sheng Huo, Jie-Hui Yu, and Ji-Qing Xu. "New discrete iodometallates with in situ generated triimidazole derivatives as countercations (Mn+ = Ag+, Pb2+, Bi3+)." RSC Advances 7, no. 31 (2017): 19073–80. http://dx.doi.org/10.1039/c6ra27510a.

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13

Lucenti, Elena, Elena Cariati, Andrea Previtali, et al. "Versatility of Cyclic Triimidazole to Assemble 1D, 2D, and 3D Cu(I) Halide Coordination Networks." Crystal Growth & Design 19, no. 3 (2019): 1567–75. http://dx.doi.org/10.1021/acs.cgd.8b01199.

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14

Kravtsov, Victor, Victor Bold, Diana Chisca, et al. "Crystallographic evidence for aggregation patterns of two cyclic triimidazole phosphors in ZnII and CdII complexes." Acta Crystallographica Section A Foundations and Advances 75, a2 (2019): e572-e572. http://dx.doi.org/10.1107/s2053273319089848.

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15

Cariati, Elena, Alessandra Forni, Elena Lucenti, et al. "Extrinsic Heavy Metal Atom Effect on the Solid‐State Room Temperature Phosphorescence of Cyclic Triimidazole." Chemistry – An Asian Journal 14, no. 6 (2019): 853–58. http://dx.doi.org/10.1002/asia.201801604.

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16

Malpicci, Daniele, Delia Blasi, Daniele Marinotto, et al. "A Rare Structural Motif for a Luminescent Cu(I) Coordination Polymer with 3-(Pyridin-2-yl)triimidazotriazine." Crystals 13, no. 1 (2023): 149. http://dx.doi.org/10.3390/cryst13010149.

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The coordination ability of the pyridine derivative of cyclic triimidazole, namely 3-(pyridin-2-yl)triimidazotriazine (TT-Py) towards Cu(I) was explored. TT-Py is an appealing nitrogen-rich ligand characterized by the presence of three imidazole nitrogen atoms with trigonal symmetry and a pyridine moiety, available for coordination to metal ions. The multidentate nature of TT-Py allows to isolate, by reaction with CuI at room temperature, the one-dimensional coordination network [Cu2I2(TT-Py)]n (1). 1 is characterized by a rare structural network built-up by the combination in a 1:2 ratio of two common motifs for Cu(I) halides coordination polymers, which are the double-stranded stair and the zig-zag chain. 1 displays one broad long-lived emission in the solid state, which has been associated, by the support of DFT and TDDFT calculation, with low-energy transitions of MLCT or XMLCT character.

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17

Giannini, Clelia, Alessandra Forni, Daniele Malpicci, et al. "Room Temperature Phosphorescence from Organic Materials: Unravelling the Emissive Behaviour of Chloro‐Substituted Derivatives of Cyclic Triimidazole." European Journal of Organic Chemistry 2021, no. 13 (2021): 2041–49. http://dx.doi.org/10.1002/ejoc.202100131.

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18

Lucenti, Elena, Alessandra Forni, Chiara Botta, et al. "The Effect of Bromo Substituents on the Multifaceted Emissive and Crystal-Packing Features of Cyclic Triimidazole Derivatives." ChemPhotoChem 2, no. 9 (2018): 801–5. http://dx.doi.org/10.1002/cptc.201800151.

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19

Forni, Alessandra, Elena Cariati, Lucia Carlucci, et al. "Interpreting the different emissive properties of cyclic triimidazole-based Cu^I and Ag^I coordination polymers: a QTAIM and IQA study." Acta Crystallographica Section B Structural Science, Crystal Engineering and Materials 77, no. 6 (2021): 865–70. http://dx.doi.org/10.1107/s2052520621009707.

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A QTAIM and IQA investigation on model compounds of two isostructural AgI and CuI coordination polymers (CPs) based on cyclic triimidazole (L), i.e. the [MIL] n 1D double-stranded stair chain and the [MClL] n 3D network (M = Cu, Ag), has allowed light to be shed on the different emissive behaviour associated with the two metal ions. According to a previously reported investigation [Malpicci et al. (2021). Inorg. Chem. Front. 8, 1312–1323], AgI CPs showed both fluorescence and multiple ligand-centred room-temperature phosphorescences, whereas CuI CPs displayed non-thermally equilibrated halogen and metal-to-ligand charge transfer and two ligand-centred phosphorescences, the latter observed only by their selective activation. Analysis of both local and integral QTAIM descriptors, including delocalization indices and source function, of the Ag—N and Cu—N bonds reveals a higher covalent and local character for the latter, explaining the greater metal–ligand electronic communication observed for the Cu compounds. Moreover, IQA investigation shows that the Cu—N bond is characterized by higher interaction energy, due to both higher electrostatic and exchange-correlation contributions. Analysis on the M—X (M = Ag, Cu; X = I, Cl) bonds, also present in these structures, highlights a much higher covalent and local character with respect to the M—N bonds.

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20

Adeyemo, Aderonke Ajibola, Sankarasekaran Shanmugaraju, Dipak Samanta, and Partha Sarathi Mukherjee. "Template-free coordination-driven self-assembly of discrete hexanuclear prismatic cages employing half-sandwich octahedral RuII2 acceptors and triimidazole donors." Inorganica Chimica Acta 440 (January 2016): 62–68. http://dx.doi.org/10.1016/j.ica.2015.10.029.

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21

Fonari, Marina S., Victor Ch Kravtsov, Victor Bold, et al. "Structural Landscape of Zn(II) and Cd(II) Coordination Compounds with Two Isomeric Triimidazole Luminophores: Impact of Crystal Packing Patterns on Emission Properties." Crystal Growth & Design 21, no. 7 (2021): 4184–200. http://dx.doi.org/10.1021/acs.cgd.1c00459.

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22

Samanta, Dipak, Sandip Mukherjee, Yogesh P. Patil, and Partha Sarathi Mukherjee. "Self-Assembled Pd6Open Cage with Triimidazole Walls and the Use of Its Confined Nanospace for Catalytic Knoevenagel- and Diels-Alder Reactions in Aqueous Medium." Chemistry - A European Journal 18, no. 39 (2012): 12322–29. http://dx.doi.org/10.1002/chem.201201679.

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23

Mataka, Shuntaro, Takashi Irie, Youji Ikezaki, and Masashi Tashiro. "Preparation of Benzo-diimidazoles and Benzo-triimidazoles." Chemische Berichte 126, no. 8 (1993): 1819–22. http://dx.doi.org/10.1002/cber.19931260811.

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24

Magni, Mirko, Elena Lucenti, Andrea Previtali, Patrizia Romana Mussini, and Elena Cariati. "Electrochemistry of cyclic triimidazoles and their halo derivatives: A casebook for multiple equivalent centers and electrocatalysis." Electrochimica Acta 317 (September 2019): 272–80. http://dx.doi.org/10.1016/j.electacta.2019.05.146.

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25

Apen, Elizabeth, Paul G. Apen, Paul G. Rasmussen, and John L. Gland. "Characterization of Hexacarbonitrile-Triimidazo-Triazine (HTT) Using Experimental and Modeled Ultrasoft X-ray Absorption Spectra." Chemistry of Materials 6, no. 6 (1994): 831–35. http://dx.doi.org/10.1021/cm00042a022.

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26

Shintoyo, Seira, Keishiro Murakami, Takeshi Fujinami, et al. "Crystal Field Splitting of the Ground State of Terbium(III) and Dysprosium(III) Complexes with a Triimidazolyl Tripod Ligand and an Acetate Determined by Magnetic Analysis and Luminescence." Inorganic Chemistry 53, no. 19 (2014): 10359–69. http://dx.doi.org/10.1021/ic501453h.

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27

Cariati, Elena, Daniele Malpicci, Elena Lucenti, et al. "Ag(I) and Cu(I) cyclic-triimidazole coordination polymers: revealing different deactivation channels for multiple room temperature phosphorescences." Inorganic Chemistry Frontiers, 2020. http://dx.doi.org/10.1039/d0qi01377c.

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The remarkable emissive properties of cyclic triimidazole (TT), showing crystallization-induced emissive behavior and, in particular, room temperature phosphorescence (RTP), are here combined with its versatility in assembling coordination compounds. A...

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28

Formenti, Matteo, Delia Blasi, Elena Cariati, et al. "Pyrene-substituted cyclic triimidazole: An appealing and versatile luminescent scaffold for explosive detection." Dyes and Pigments, August 2022, 110637. http://dx.doi.org/10.1016/j.dyepig.2022.110637.

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29

Kaenzig, Cyrstal, Richard Hubbard, Mingzhu Zhang, Constance M. Harris, Thomas M. Harris, and Moses Lee. "SYNTHESIS OF A DEOXYGUANOSINE-2-AMINO ADDUCT OF A TRIIMIDAZOLE-CONTAINING TALLIMUSTINE ANALOG." Heterocyclic Communications 4, no. 6 (1998). http://dx.doi.org/10.1515/hc.1998.4.6.509.

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30

Malpicci, Daniele, Stefano Andolina, Stefano Di Ciolo, et al. "Cyclic Triimidazoles as Stabilizers for Gene Promoter and Human Telomeric DNA G‐Quadruplexes." European Journal of Organic Chemistry, August 8, 2022. http://dx.doi.org/10.1002/ejoc.202200718.

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31

Di Micco, Simone, Clelia Giannini, Andrea Previtali, Elena Lucenti, and Giuseppe Bifulco. "Chemical shift assignment of mono- and di-bromo triimidazo[1,2-a :1',2'-c :1”,2”-e ][1,3,5] triazine derivatives by DFT/NMR integrated approach." Magnetic Resonance in Chemistry, November 13, 2018. http://dx.doi.org/10.1002/mrc.4804.

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