- Synthesis and Optical Properties of Imidazole- and Benzimidazole-Based Fused π-Conjugated Compounds: Influence of Substituent, Counteranion, and π-Conjugated System
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Fused π-conjugated imidazolium chlorides having hydrogen (1-Cl), octyloxy (2-Cl), N,N-dibutylamino (3-Cl), trifluoromethyl (4-Cl), and cyano (5-Cl) groups substituted on the benzene ring at the 2-position of imidazole were prepared. Counteranion exchanges from chloride to bis(trifluoromethanesulfonyl)imidate (2-TFSI) and tetrafluoroborate (2-BF4) were performed. The optical properties of these compounds (absorption and emission wavelengths, fluorescence quantum yield, and solvatochromism) were influenced by both the substituent and anion character, which was investigated by theoretical calculations using the density functional theory (DFT) and symmetry-adapted cluster-configuration interaction (SAC-CI) methods. Fused π-conjugated benzimidazolium chlorides having N,N-dibutylamino (6-Cl) and cyano (7-Cl) groups were also prepared to observe the different solvatochromic shifts.
- Takagi, Koji,Kusafuka, Kazuma,Ito, Yohei,Yamauchi, Koji,Ito, Kaede,Fukuda, Ryoichi,Ehara, Masahiro
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- A Triad Fluorenone Derivative Bearing Two Imidazole Groups That Switches between Three States by Base and Acid Stimuli
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2,7-Bis(2-phenyl-1H-imidazol-4-yl)fluorenone (BPIFO) was synthesized as a new fluorenone derivative bearing two imidazole moieties, and it exhibited remarkable and reversible changes in photo physical properties through two-step deprotonation with a base and back protonation with an acid in dimethylsulfoxide, which were interpreted by DFT calculations.
- Bando, Masayoshi,Hasegawa, Jun-Ya,Konishi, Katsuaki,Kr?mer, Maximilian,Maity, Nabin,Nakano, Tamaki,Shichibu, Yukatsu,Song, Zhiyi,Wang, Xiaoyuan,Wang, Yuting,Zhao, Liming
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supporting information
p. 1363 - 1367
(2021/07/13)
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- Imidazole diarylethene switches: An alternative to acid-gated photochromism
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We prepared five diarylethenes containing 2-aryl-imidazole as the ethene bridge (L1-L5), and introduced response sites in imidazole rather than in the traditional appended aryl units to regulate their photochromism and thermal stability under acid stimulus. The results show that we can change the thermal stability from P- to T-type, and prevent their photoactivity by acidification, and it is clarified that the stronger the acid or the more acid added, the faster the decay rate of the diarylethene photostability. Furthermore, the prohibited photoactivity could be restored by neutralization with an equimolar amount of base.
- Jiang, Yue,Li, Meng-Lian,Xiong, Kang-Tai,Xu, Hai-Bing,Zeng, Ming-Hua
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supporting information
p. 8061 - 8067
(2020/06/10)
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- Suzuki-Miyaura cross-coupling reactions of unprotected haloimidazoles
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An efficient protocol for the palladium-catalyzed Suzuki-Miyaura cross-coupling reaction of unprotected haloimidazoles is reported. The relatively mild reaction conditions allow for ready access to a wide array of functionalized imidazole derivatives in good to excellent yields. The synthetic utility of this method is demonstrated by the total synthesis of nortopsentin D.
- Tan, Jiajing,Chen, Yonggang,Li, Hongmei,Yasuda, Nobuyoshi
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supporting information
p. 8871 - 8876
(2015/01/08)
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- Synthesis, crystal structure and antibacterial activity of new highly functionalized ionic compounds based on the imidazole nucleus
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Several new highly functionalized imidazolium derivatives were synthesized, via appropriate synthetic routes, using imidazole, 1-methylimidazole and 2-phenyl-1-methylimidazole as key intermediates. The antibacterial activity of the prepared compounds was evaluated against: Escherichia coli, Staphylococcus aureus, Pseudomonas aeruginosa and Salmonella thipymurium using disk-diffusion and MIC methods. Crystal X-ray structures are reported for six compounds.
- Bahnous, Mebarek,Bouraiou, Abdelmalek,Chelghoum, Meryem,Bouacida, Sofiane,Roisnel, Thierry,Smati, Farida,Bentchouala, Chafia,Gros, Philippe C.,Belfaitah, Ali
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p. 1274 - 1278
(2013/03/14)
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- RAF KINASE INHIBITORS
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Described herein are compounds, pharmaceutical compositions and methods for the inhibition of RAF kinae mediated signaling. Said compounds, pharmaceutical compositions and methods have utility in the treatment of human disease and disorders.
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Page/Page column 75
(2011/08/03)
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- Convenient multi-gram scale synthesis of polybrominated imidazoles building blocks
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The multi-gram scale polybromination of variously substituted imidazoles has been realized using a stoichiometric amount of the Br2-DMF complex. Good yields have been obtained compared to other methods using large amounts of acetic acid-sodium acetate buffer.
- Bahnous, Mebarek,Mouats, Chabane,Fort, Yves,Gros, Philippe C.
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p. 1949 - 1951
(2007/10/03)
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