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CeCl~3~/ n ‐BuLi: Unraveling Imamoto's Organocerium Reagent by Tassilo Berger; Jakob Lebon; Cäcilia Maichle‐Mössmer; Reiner Anwander is a Chemistry article available to read on EtoBox.

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## Abstract CeCl~3~(thf) reacts at low temperatures with MeLi, t‐BuLi, and n‐BuLi to isolable organocerium complexes. Solvent‐dependent extensive n‐BuLi dissociation is revealed by ^7^Li NMR spectroscopy, suggesting “Ce(n‐Bu)~3~(thf)~x~” or solvent‐separated ion pairs like “[Li(thf)~4~][Ce(n‐Bu)~4~(thf)~y~]” as the dominant species of the Imamoto reagent. The stability of complexes Li~3~Ln(n‐Bu)~6~(thf)~4~ increases markedly with decreasing Ln^III^ size. Closer inspection of the solution behavior of crystalline Li~3~Lu(n‐Bu)~6~(thf)~4~ and mixtures of LuCl~3~(thf)~2~/n‐BuLi in THF indicates occurring n‐BuLi dissociation only at molar ratios of <1:3. n‐BuLi‐depleted complex LiLu(n‐Bu)~3~Cl(tmeda)~2~ was obtained by treatment of Li~2~Lu(n‐Bu)~5~(tmeda)~2~ with ClSiMe~3~, at the expense of LiCl incorporation. Imamoto's ketone/tertiary alcohol transformation was examined with 1,3‐diphenylpropan‐2‐one, affording 99 % of alcohol.

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Author

Tassilo Berger; Jakob Lebon; Cäcilia Maichle‐Mössmer; Reiner Anwander

Publisher

Wiley

Published

2021

Language

EN

Field

Chemistry (Physical Sciences)