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Deactivation of Cationic CuI and AuI Catalysts for A3 Coupling by CH2Cl2: Mechanistic Implications of the Formation of Neutral CuI and AuI Chlorides
Ist Teil von
Angewandte Chemie (International ed.), 2014-07, Vol.53 (28), p.7253-7258
Auflage
International ed. in English
Ort / Verlag
Weinheim: WILEY-VCH Verlag
Erscheinungsjahr
2014
Link zum Volltext
Quelle
Alma/SFX Local Collection
Beschreibungen/Notizen
Care should be exercised when using CH2Cl2 as a solvent for reactions in which amines are a reagent, since undesirable deactivation of cationic copper(I) and gold(I) catalysts to form the corresponding inactive neutral chloride complexes [LMCl] (M=Cu or Au) can occur as a result of the generation of hydrogen chloride in the medium. CuI and AuI deactivation has been proved for the Mannich three‐component coupling reaction. A series of CuI and AuI complexes with potential mechanistic implications were isolated and characterized by X‐ray crystallography.
Proceed with caution! Care should be exercised when using CH2Cl2 as a solvent for reactions in which amines are a reagent, since undesirable deactivation of cationic CuI and AuI catalysts to form the corresponding inactive neutral chloride complexes [LMCl] (M=Cu or Au) can occur as a result of the generation of hydrogen chloride in the medium. This phenomenon was studied on the basis of a Mannich three‐component coupling reaction (see scheme).