- Aromatic substitution in ball mills: Formation of aryl chlorides and bromides using potassium peroxomonosulfate and NaX
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Aryl chlorides and bromides are formed from arenes in a ball mill using KHSO5 and NaX (X = Cl, Br) as oxidant and halogen source, respectively. Investigation of the reaction parameters identified operating frequency, milling time, and the number of milling balls as the main influencing variables, as these determine the amount of energy provided to the reaction system. Assessment of liquid-assisted grinding conditions revealed, that the addition of solvents has no advantageous effect in this special case. Preferably activated arenes are halogenated, whereby bromination afforded higher product yields than chlorination. Most often reactions are regio- and chemoselective, since p-substitution was preferred and concurring side-chain oxidation of alkylated arenes by KHSO5 was not observed. The Royal Society of Chemistry.
- Schmidt, Robert,Stolle, Achim,Ondruschka, Bernd
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p. 1673 - 1679
(2013/02/22)
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- Organic compound crystal and field-effect transistor
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A field-effect transistor includes a channel-forming region composed of an organic compound crystal including π-electron conjugated molecules each containing chalcogen atoms as a constituent, wherein the distance between chalcogen atoms of adjacent π-elec
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Page/Page column 14-17
(2008/12/08)
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- Halogenation Using Quaternary Ammonium Polyhalides. XIX. Aromatic Chlorination of Arenes with Benzyltrimethylammonium Tetrachloroiodate
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The reaction of arenes with a calculated amount of benzyltrimethylammonium tetrachloroiodate in acetic acid at room temperature or at 70 deg C gave nuclear chloro-substituted arenes in fairly good yields.
- Kajigaeshi, Shoji,Ueda, Yasuhiro,Fujisaki, Shizuo,Kakinami, Takaaki
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p. 2096 - 2098
(2007/10/02)
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- Chlorination process
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Process for nuclear chlorination of non-phenolic aromatic compounds, said process comprising contacting and reacting a non-phenolic aromatic compound having a net Hammett ? value of about -0.1 to about 2.0 with chlorine monoxide in the presence of at least one-half an equivalent amount, based on the chlorine monoxide, of an acid having a pKa no greater than that of trichloroacetic acid, provided, however, when the net Hammett ? value is about 0.7 to about 2.0, the acid has a pKa no greater than that of trifluoroacetic acid.
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