- Selective and effective iodination of alkyl-substituted benzenes with elemental iodine activated by Selectfluor F-TEDA-BF4
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Selective direct introduction of an iodine atom into alkyl-substituted benzene derivatives was effectively achieved by reaction of target molecules with elemental iodine in the presence of 1-chloromethyl-4-fluoro- 1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (Selectfluor F-TEDA-BF4). The number of iodine atoms introduced could be modulated by the molar ratio between substrate, iodine and F-TEDA-BF4.
- Stavber, Stojan,Kralj, Petra,Zupan, Marko
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p. 598 - 600
(2007/10/03)
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- Aromatic iodination with the I2-HgX2 combination
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The reaction of differnt aromatic compounds 1a-1t with iodine and a mercury(II)-salt 2 [mercury(II) chloride, nitrate or triflate] (1:1:1 molar ratio) in dichloromethane at room temperature leads to the corresponding iodoarene 3, the obtained regiochemistry being the expected. Concerning the mercury(II) salt, the observed reactivity decreased in the series triflate > nitrate > chloride according to their ionic character. An activation of the iodine molecule by the mercury(II) salt followed by a S(E) reaction with the aromatic compounds is postulated as the possible mechanism.
- Bachki, Abderrazak,Foubelo, Francisco,Yus, Miguel
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p. 5139 - 5146
(2007/10/02)
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- Acid-Mediated Reaction of Bis(pyridine)iodonium(I) Tetrafluoroborate with Aromatic Compounds. A Selective and General Iodination Method
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Reaction of aromatic compounds with bis(pyridine)iodonium(I) tetrafluoroborate (IPy2BF4) in the presence of HBF4 or CF3SO3H in CH2Cl2 at room temperature furnishes monoiodo derivatives with excellent regioselectivity and yields.Use of either acid gives comparable results with activated aromatics, whereas CF3SO3H is much more effective in the iodination of deactivated aromatics.
- Barluenga, Jose,Gonzalez, Jose M.,Garcia-Martin, Miguel A.,Campos, Pedro J.,Asensio, Gregorio
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p. 2058 - 2060
(2007/10/02)
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- Tetrabutylammoniumcerium(IV) nitrate: A mild oxidizing agent
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Tetrabutylammoniumcerium(IV) nitrate acts as a mild dehydrogenating agent for benzylic alcohols, dihydric phenols, hydrazobenzenes and arylhydroxylamines.It is found to be an effective reagent for oxidative coupling of thiols and also for iodination of polymethylbenzenes with tetrabutylammonium iodide.
- Muathen, H A
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p. 522 - 524
(2007/10/02)
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- Halogenation Using Quaternary Ammonium Polyhalides. XIV. Aromatic Bromination and Iodination of Arenes by Use of Benzyltrimethylammonium Polyhalides-Zinc Chloride System
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The reaction of arenes with benzyltrimethylammonium tribromide or benzyltrimethylammonium dichloroiodate in acetic acid in the presence of ZnCl2 at room temperature or at 70 deg C gave brome- or iodo-substituted arenes in good yield, respectively.
- Kajigaeshi, Shoji,Kakinami, Takaaki,Moriwaki, Masayuki,Tanaka, Toshio,Fujisaki, Shizuo,Okamoto, Tsuyoshi
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p. 439 - 443
(2007/10/02)
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- Metacyclophanes and Related Compounds. 12. Reaction of 8,16-Dimethylmetacyclophane with Iodine Monochloride
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Reaction of 8,16-Dimethylmetacyclophane (1) with iodine in the presence of HIO4 and H2SO4 afforded 5-iodo-8,16-dimethyl- (2a) and 5,13-diiodo-8,16-dimethylmetacyclophane (2b) in 10percent and 67percent yields, respectively.However, treatment of
- Tashiro, Masashi,Yamato, Takehiko,Kobayashi, Kazumasa
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p. 3380 - 3382
(2007/10/02)
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- A Mild and Convenient Procedure for Conversion of Aromatic Compounds into Their Iodides Using Ammonium Hexanitratocerate(IV)
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Polymethylbenzenes, polymethoxybenzenes, and naphthalene are iodinated with tetrabutylammonium iodide, alkali metal iodides, or molecular iodine in the presence of ammonium hexanitrocerate(IV).Ammonium hexanitrocerate(IV) behaves as a catalyst in the latter system, whereas it is a reagent in the former two.
- Sugiyama, Takashi
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p. 2847 - 2848
(2007/10/02)
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