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Iron-Catalyzed Selective Biaryl Coupling: Remarkable Suppression of Homocoupling by the Fluoride Anion
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Abstract
In the presence of iron(III) fluoride and 1,3-bis(2,6-di-i-propylphenyl)imidazolinium chloride, aryl magnesium bromides react with aryl chlorides to give the corresponding cross-coupling products, unsymmetrical biaryls, in good to excellent yields.
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This article has been cited by 28 ACS Journal articles (5 most recent appear below).
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Shikuo Ren, Zaozao Qiu, and Zuowei XieJournal of the American Chemical Society2012 Article ASAPReactions of Cp2Zr(μ-Cl)(μ-C2B10H10)Li(OEt2)2 with alkynes R1C≡CR2 gave as insertion products zirconacyclopentenes incorporating a carboranyl unit, 1,2-[Cp2ZrC(R1)═C(R2)]-1,2-C2B10H10 (1). Treatment of 1 with another type of alkyne R3C≡CR4 in the presence ...
Synthesis and Characterization of Di- and Tetracarbene Iron(II) Complexes with Chelating N-Heterocyclic Carbene Ligands and Their Application in Aryl Grignard–Alkyl Halide Cross-Coupling
Steffen Meyer, Claudia Manuela Orben, Serhiy Demeshko, Sebastian Dechert, and Franc MeyerOrganometallics2011 30 (24), 6692-6702Synthesis and Characterization of Di- and Tetracarbene Iron(II) Complexes with Chelating N-Heterocyclic Carbene Ligands and Their Application in Aryl Grignard–Alkyl Halide Cross-Coupling
Steffen Meyer, Claudia Manuela Orben, Serhiy Demeshko, Sebastian Dechert, and Franc MeyerOrganometallics2011 30 (24), 6692-6702A series of new and known bis(imidazolium) chloride and bromide salts bridged by either a methylene group (1–8, 10a,b) or an ethylene group (9a,b) and bearing different N substituents (Me, Et, Bn, tBu, Mes) have been reacted with [Fe{N(SiMe3)2}2]2 to ...
Iron-Catalyzed Regioselective Direct Oxidative Aryl–Aryl Cross-Coupling
Malapaka Chandrasekharam, Barreddi Chiranjeevi, Kankatala S. V. Gupta, and B. SridharThe Journal of Organic Chemistry2011 76 (24), 10229-10235Iron-Catalyzed Regioselective Direct Oxidative Aryl–Aryl Cross-Coupling
Malapaka Chandrasekharam, Barreddi Chiranjeevi, Kankatala S. V. Gupta, and B. SridharThe Journal of Organic Chemistry2011 76 (24), 10229-10235Regioselective iron-catalyzed cross-dehydrogenative coupling (CDC) of two aromatic compounds using tert-BuOOH as oxidant under mild conditions has been reported. The direct oxidative coupling reaction is selective toward creation of a carbon–carbon bond ...
Synthesis, Structure, and Reactivity of Organo-Iron(II) Complexes with N-Heterocyclic Carbene Ligation
Li Xiang, Jie Xiao, and Liang DengOrganometallics2011 30 (7), 2018-2025Synthesis, Structure, and Reactivity of Organo-Iron(II) Complexes with N-Heterocyclic Carbene Ligation
Li Xiang, Jie Xiao, and Liang DengOrganometallics2011 30 (7), 2018-2025The synthesis, structure, and reactivity of some organo-iron complexes with monodentate N-heterocyclic carbene (NHC) ligation were studied. Mononuclear ferrous complexes [(IEt)2FeR2] (IEt = 2,5-diethyl-3,4-dimethylimidazol-1-ylidene, R = Me (2a), CH2TMS (...
Low-Valent Iron-Catalyzed C−C Bond Formation−Addition, Substitution, and C−H Bond Activation
Eiichi Nakamura and Naohiko YoshikaiThe Journal of Organic Chemistry2010 75 (18), 6061-6067Low-Valent Iron-Catalyzed C−C Bond Formation−Addition, Substitution, and C−H Bond Activation
Eiichi Nakamura and Naohiko YoshikaiThe Journal of Organic Chemistry2010 75 (18), 6061-6067The use of iron as a catalyst for organic synthesis has been increasingly attracting the interest of chemists from economical and ecological points of view. While Fe(III) and Fe(II) catalysts have long been used as Lewis acids for synthesis, we have been ...
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History
- Published In Issue August 15, 2007
- Received May 2, 2007
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