Solution Stability of Organocalcium Compounds in Ethereal Media

Organocalcium compounds (post-Grignard reagents) of the type [Ca­(R)­(X)­(L) n ] are very reactive and able to degrade ethers with α- and β-deprotonation as possible first reaction step. In this systematic study, the durability of phenyl-, α-naphthyl-, and 1,2-dihydronaphth-4-ylcalcium derivatives i...

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Published inOrganometallics Vol. 33; no. 22; pp. 6381 - 6388
Main Authors Köhler, Mathias, Langer, Jens, Görls, Helmar, Westerhausen, Matthias
Format Journal Article
LanguageEnglish
Published American Chemical Society 24.11.2014
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Summary:Organocalcium compounds (post-Grignard reagents) of the type [Ca­(R)­(X)­(L) n ] are very reactive and able to degrade ethers with α- and β-deprotonation as possible first reaction step. In this systematic study, the durability of phenyl-, α-naphthyl-, and 1,2-dihydronaphth-4-ylcalcium derivatives in cyclic ethers such as tetrahydrofuran (THF), tetrahydropyran (THP), and α-methyltetrahydrofuran (Me-THF) is investigated. The temperature, solvent, and the nature of the second anionic ligand X [iodide, bis­(trimethylsilyl)­amide, α-naphthyl] significantly influence the durability of their ethereal solutions.
ISSN:0276-7333
1520-6041
DOI:10.1021/om5006935