4.7 Article

Diverse reactivity of an Al(i)-centred anion towards ketones

Journal

CHEMICAL COMMUNICATIONS
Volume 58, Issue 49, Pages 6938-6941

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d2cc02333d

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Funding

  1. EPSRC (UK) [EP/R020752/1]

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The reactivity of a cyclic potassium diamidoalumanyl toward various ketone small molecules has been studied, leading to different reaction products. These findings provide new insights into chemical reactions.
The reactivity of a seven-membered cyclic potassium diamidoalumanyl toward a variety of ketone small molecules has been assessed. Whilst acetophenone generates an aluminium pinacolate derivative, reductive C-C coupling is induced between the ketyl and ortho-carbon centres of two equivalents of benzophenone. In contrast, whereas oxidative addition of an enolisable proton is observed with 2,4-dimethyl-3-pentanone, 2,2,4,4-tetramethyl-3-pentanone undergoes an unprecedented hydroalumination process, where the reducing hydride may be traced to intramolecular oxidative addition of a (sp(3))C-H bond.

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