- Photodegradative surfactants: p-dodecylbenzyltrimethylammonium bromide as a photodegradative emulsifier for microemulsion polymerization
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A photodegradative surfactant, p-dodecylbenzyltrimethylammonium bromide, was used as an emulsifier for micro-emulsion polymerization of methyl methacrylate in water. The resulting polymer latex was coagulated during UV irradiation. The analysis of the centrifuged solid after irradiation indicated almost perfection of both recovery of the polymer and removal of surface-active species from it. Copyright
- Itoh, Yoshihiro,Horiuchi, Satoshi,Yamamoto, Kenji
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- Photodegradative surfactants: Photolysis of p-dodecylbenzyltrimethylammonium bromide in aqueous solution
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Upon UV irradiation, a benzyl-containing cationic surfactant, p-dodecylbenzyltrimethylammonium bromide, has been converted to a nonsurfactant, which can be separated from the aqueous solution by coprecipitation with CaSO4.
- Itoh, Yoshihiro,Yamamoto, Kenji,Shirai, Hirofusa
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- Highly nucleophilic Vitamin B12-assisted nickel-catalysed reductive coupling of aryl halides and non-activated alkyl tosylates
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Reductive cross-coupling of aryl halides with ubiquitous alkyl tosylates was developed using a combination of nickel and vitamin B12 (VB12: cyanocobalamin) catalysts. The tosylate was activated by reduced VB12 to form alkyl cobalt(iii), which served as a good alkylating agent for aryl-nickel species, leading to C(sp3)-C(sp2) bond formation.
- Komeyama, Kimihiro,Ohata, Ryo,Kiguchi, Shinnosuke,Osaka, Itaru
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supporting information
p. 6401 - 6404
(2017/07/10)
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- Iron(II) complexes with functionalized amine-pyrazolyl tripodal ligands in the cross-coupling of aryl Grignard with alkyl halides
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Structurally distinctive Fe(ii) complexes with furan, thiophene and pyridine functionalized amine-pyrazolyl tripodal hybrid ligands have been synthesized and crystallographically characterized. The tether substituent at the central amine plays an active role in determining the coordination mode of the ligand and the metal geometry. All complexes are catalytically active towards cross-coupling of aryl Grignard reagents with primary and secondary alkyl halides with β-hydrogen under ambient conditions. ESI-MS spectra analysis revealed the ligand-stabilised Fe(ii) and Mg(ii) species. The Royal Society of Chemistry 2011.
- Xue, Fei,Zhao, Jin,Hor, T. S. Andy
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experimental part
p. 8935 - 8940
(2011/10/19)
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- Direct cobalt-catalyzed cross-coupling between aryl and alkyl halides
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An operationally simple cross-coupling reaction between aryl halides and alkyl halides with high selectivity has been developed. The underlying domino process utilizes CoCl2/Me4-DACH as a catalyst system. The methodology exhibits hig
- Czaplik, Waldemar Maximilian,Mayer, Matthias,Jacobi Von Wangelin, Axel
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experimental part
p. 2931 - 2934
(2010/01/21)
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- PROCESS FOR PREPARING ORGANIC COMPOUNDS BY A TRANSITION METAL-CATALYSED CROSS-COUPLING REACTION OF AN ARYL-X, HETEROARYL-X, CYCLOALKENYL-X OR ALKENYL-X COMPOUND WITH AN ALKYL, ALKENYL, CYCLOALKYL OR CYCLOALKENYL HALIDE
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A process for preparing organic compounds of the general formula (I) [in-line-formulae]R—R′??(I),[/in-line-formulae] where R is a substituted or unsubstituted aromatic, heteroaromatic, cycloalkenylic or alkenylic radical andR′ is a substituted or unsubstituted alkylic, alkenylic, cycloalkylic or cycloalkenylic radical, by reacting a corresponding compound of the general formula (II) [in-line-formulae]R—X??(II),[/in-line-formulae] where X is chlorine, bromine, iodine, diazonium, mesylate (methanesulphonate), tosylate (p-toluenesulphonate) or triflate (trifluorosutphonate) andR is as defined for formula (I), with a corresponding compound of the general formula (III) [in-line-formulae]R′—Y??(III),[/in-line-formulae] where Y is chlorine, bromine or iodine andR′ is as defined for formula (I), wherein the reaction is carried out in the presence of a) stoichiometric amounts of elemental magnesium, based on the compound of the general formula (II), andb) catalytic amounts of a transition metal compound, based on the compound of the general formula (II), and, if appropriate, c) in the presence of a nitrogen-, oxygen- and/or phosphorus-containing additive in a catalytic or stoichiometric amount, based on the compound of the general formula (II), is described. It is particularly advantageous that the process of the invention is carried out as a one-pot reaction and the organomagnesium compound (Grignard compound) formed in situ as intermediate is not isolated.
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Page/Page column 11
(2009/10/06)
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- Domino iron catalysis: Direct aryl-alkyl cross-coupling
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(Chemical Equation Presented) Striking while the iron is hot: Cheap FeCl3 serves as the precatalyst for the direct cross-coupling of aryl and alkyl halides that is based on the sequence of Grignard formation and subsequent cross-coupling. This
- Czaplik, Waldemar Maximilian,Mayer, Matthias,Von Wangelin, Axel Jacobi
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supporting information; experimental part
p. 607 - 610
(2009/04/14)
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- Iron-catalyzed alkylations of aromatic Grignard reagents
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(Chemical Equation Presented) Any old iron: Two efficient iron-catalyzed cross-coupling reactions between aryl Grignard reagents and alkyl bromides were developed that are suitable for large-scale applications. The first procedure uses iron acetylacetonate and involves a cooperative effect between the two ligands N,N,N′,N′-tetramethylethylenediamine (TMEDA) and hexamethylenetetraamine (HMTA), while the second procedure uses [(FeCl 3)2(tmeda)3] as catalyst. 2007 Wiley-VCH Verlag GmbH & Co. KGaA.
- Cahiez, Gerard,Habiak, Vanessa,Duplais, Christophe,Moyeux, Alban
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p. 4364 - 4366
(2008/03/12)
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- An iron-containing ionic liquid as recyclable catalyst for aryl Grignard cross-coupling of alkyl halides
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The ionic liquid butylmelhylimidazolium tetrachloroferrate (bmim-FeCl 4) was found to be a very effective and completely air stable catalyst for the biphasic Grignard cross-coupling with primary and secondary alkyl halides bearing β-hydrogens. After simply decanting the product in the ethereal layer, the ionic liquid catalyst was successfully recycled four times.
- Bica, Katharina,Gaertner, Peter
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p. 733 - 735
(2007/10/03)
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