- Selective para-iodination of methoxyarenes, phenols, and anilines with iodine in the presence of poly (4-vinylpyridine)-supported peroxodisulfate
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A mild and efficient method for the direct iodination of methoxyarenes, phenols, and anilines using iodine and poly (4-vinylpyridine)-supported peroxodisulfate in acetonitrile solution, is presented. Selective para-substitution and also, the rather general applicability of this system is the advantage of the method.
- Tajik, Hassan,Mohammadpoor-Baltork, Iraj,Rasht-Abadi, Hassan Rafiee
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- Synthesis and properties of azulene-substituted donor-acceptor chromophores connected by arylamine cores
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1-Ethynylazulenes connected by several arylamine cores reacted with tetracyanoethylene (TCNE) and 7,7,8,8-tetracyanoquinodimethane (TCNQ) in a formal [2+2] cycloaddition-cycloreversion reaction to afford the corresponding tetracyanobutadiene (TCBD) and dicyanoquinodimethane (DCNQ) chromophores, respectively, in excellent yields. The intramolecular charge-transfer (ICT) characters between the donor (azulene and arylamine cores) and acceptor (TCBD and DCNQ units) moieties were investigated by UV/Vis spectroscopy and theoretical calculations. The redox behavior of the new TCBD and DCNQ derivatives was examined by cyclic voltammetry (CV) and differential pulse voltammetry (DPV), which revealed their multistep electrochemical reduction properties. Moreover, significant color changes were observed by visible spectroscopy under the electrochemical reduction conditions. 1-Ethynylazulenes connected by several types of arylamine cores reacted with TCNE and TCNQ in formal [2+2] cycloadditions to afford corresponding tetracyanobutadiene and dicyanoquinodimethane chromophores, respectively. Cyclic voltammetry of the chromophores revealed their multistep reduction properties; significant color changes were also visible during electrochemical reduction. Copyright
- Shoji, Taku,Shimomura, Erika,Maruyama, Mitsuhisa,Maruyama, Akifumi,Ito, Shunji,Okujima, Tetsuo,Toyota, Kozo,Morita, Noboru
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- Tuning the Photophysical Properties of Symmetric Squarylium Dyes: Investigation on the Halogen Modulation Effects
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A series of symmetric squarylium dyes (SQDPA-X) with different halogen (X=F, Cl, Br, I) substituents have been developed. The photophysical properties could be facilely tuned by the halogen modulation effects. The strategy of incorporating different halogen substitutions into AIE active luminogens enables a facile approach for exploring new intriguing organic fluorescent dyes.
- Chen, Weiben,Zhang, Simeng,Dai, Gaole,Chen, Ying,Li, Miao,Zhao, Xiaoyu,Chen, Yulan,Chen, Long
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supporting information
p. 469 - 473
(2019/01/04)
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- Organosilane compound and organosilica obtained therefrom
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Provided is an organosilane compound expressed by any one of the following general formulae (1) to (7): (wherein: Ar represents a phenylene group or the like; R1 represents a hydrogen atom or the like; R2 to R8 each represent a methyl group or the like; n represents an integer in a range from 0 to 2; m represents an integer of 1 or 2; L represents a single bond or the like; X represents a hydrogen atom or the like; and Y represents a hydrogen atom or the like).
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Page/Page column 16
(2008/12/07)
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- 1,3-Diiodo-5,5-dimethylhydantoin-An efficient reagent for iodination of aromatic compounds
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1,3-Diiodo-5,5-dimethylhydantoin in organic solvents successfully iodinates alkylbenzenes, aromatic amines, and phenyl ethers. The reactivity of electrophilic iodine is controlled by acidity of the medium. Superelectrophilic iodine generated upon dissolution of 1,3-diiodo-5,5-dimethylhydantoin in sulfuric acid readily reacts with electron-deficient arenes at 0 to 20°C with formation of the corresponding iodo derivatives in good yields. The structure of electrophilic iodine species generated from 1,3-diiodo-5,5- dimethylhydantoin in sulfuric acid is discussed.
- Chaikovskii,Filimonov,Funk,Skorokhodov,Ogorodnikov
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p. 1291 - 1296
(2008/03/27)
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- 2,4,6,8-tetraiodo-2,4,6,8-tetraazabicyclo[3.3.0]octane-3,7-dione as a mild and convenient reagent for iodination of aromatic compounds
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2,4,6,8-Tetraiodo-2,4,6,8-tetraazabicyclo[3.3.0]octane-3,7-dione (tetraiodoglycoluril) is a convenient reagent for preparative iodination of benzene, alkylbenzenes, polycyclic hydrocarbons, aromatic amines, and phenol ethers in organic solvents under mild conditions.
- Chaikovski,Filimonov,Yagovkin,Ogorodnikov
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p. 2411 - 2415
(2007/10/03)
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- Benzyltriethylammonium dichloroiodate/sodium bicarbonate combination as an inexpensive, environmentally friendly, and mild iodinating reagent for anilines
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(matrix presented) Monoiodinated anilines were prepared in good to excellent yields by the action of benzyltriethylammonium dichloroioadate on anilines in the presence of sodium bicarbonate and methanol. The iodinating reagent was prepared in an environmentally friendly fashion without the use of organic solvents.
- Kosynkin, Dmitry V.,Tour, James M.
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p. 991 - 992
(2007/10/03)
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- Halogenation Using Quaternary Ammonium Polyhalides. VII. Iodination of Aromatic Amines by Use of Benzyltrimethylammonium Dichloroiodate(1-)
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The reaction of aromatic amines with benzyltrimethylammonium dichloroiodate(1-) in dichloromethane-methanol in the presence of calcium carbonate powder for several hours at room temperature gave selectively iodo-substituted aromatic amines in good yields.
- Kajigaeshi, Shoji,Kakinami, Takaaki,Yamasaki, Hiromichi,Fujisaki, Shizuo,Okamoto, Tsuyoshi
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p. 600 - 602
(2007/10/02)
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