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- W2030277544 abstract "Studying seemingly simple metathesis reactions between ZnCl 2 and t BuMgCl has, surprisingly, revealed a much more complex chemistry involving mixed magnesium-zinc compounds that could be regarded as Mg-Zn hybrids. Thus, the reaction of equimolar amounts of ZnCl 2 and t BuMgCl reveals the formation of the unprecedented mixed Mg-Zn complex [(THF) 4 Mg( μ -Cl) 2 Zn( t Bu)(Cl)] ( 1 ), as a result of the co-complexation of the two anticipated exchange products of the metathesis. This magnesium zincate adopts a contacted ion-pair structure, closely related to Knochel’s pioneering “Turbo” Grignard reagents. Furthermore, a second coproduct identified in this reaction is the solvent-separated mixed magnesium-zinc chloride complex [{Mg(THF) 6 } 2+ {Zn 2 Cl 6 } 2- ] ( 3 ) that critically diminishes the amount of ZnCl 2 available for the intended metathesis reaction to take place. In another surprising result, when the reaction is carried out by using an excess of 3 M equivalents of the Grignard reagent (closer to the catalytic conditions employed by synthetic chemists), solvent-separated magnesium trialkyl zincate [{Mg 2 Cl 3 (THF) 6 } + {Zn( t Bu) 3 } - ] ( 4 ) is obtained that can be viewed as a model for the active species involved in the increasingly important organic transformations of Grignard reagents catalysed by ZnCl 2 . Furthermore, preliminary reactivity studies reveal that complex 4 can be used as an effective new reagent for direct Zn-I exchange reactions that allow the preparation and structural identification of the magnesium tris(aryl) zincate [{Mg 2 Cl 3 (THF) 6 } + {Zn( p -Tol) 3 } - ] ( 5 ) that represents the first example of complete 3-fold activation of a zincate in a Zn-I exchange reaction which, in turn, can efficiently be used as a precursor for Negishi cross-coupling reactions." @default.
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- W2030277544 date "2010-03-08" @default.
- W2030277544 modified "2023-10-17" @default.
- W2030277544 title "Exposing the hidden complexity of stoichiometric and catalytic metathesis reactions by elucidation of Mg-Zn hybrids" @default.
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- W2030277544 doi "https://doi.org/10.1073/pnas.0913307107" @default.
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