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Balkenhohl, Moritz; Ziegler, Dorothee S.; Desaintjean, Alexandre; Bole, Leonie J.; Kennedy, Alan R.; Hevia, Eva und Knochel, Paul (2019): Preparation of Polyfunctional Arylzinc Organometallics in Toluene by Halogen/Zinc Exchange Reactions. In: Angewandte Chemie-International Edition, Bd. 58, Nr. 37: S. 12898-12902

Volltext auf 'Open Access LMU' nicht verfügbar.

Abstract

A wide range of polyfunctional diaryl-and diheteroarylzinc species were prepared in toluene within 10 min to 5 h through an I/Zn or Br/Zn exchange reaction using bimetallic reagents of the general formula R2Zn center dot 2 LiOR (R=sBu, tBu, pTol). Highly sensitive functional groups, such as a triazine, a ketone, an aldehyde, or a nitro group, were tolerated in these exchange reactions, enabling the synthesis of a plethora of functionalized (hetero)arenes after quenching with various electrophiles. Insight into the constitution and reactivity of these bimetallic mixtures revealed the formation of highly active lithium diorganodialkoxyzincates of type [R2Zn(OR)(2)Li-2].

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