Isolable rubidium and caesium derivatives of common organic carbonyl compounds

Jakoba Wacker, Jennifer R. Lynch, Sumanta Banerjee, Peter A. MacDonald, Alan R. Kennedy, Biprajit Sarkar, Robert E. Mulvey

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Light alkali metal (Li, Na, K) amides have a long history of synthetic utility, but heavier (Rb, Cs) congeners have barely been studied. This study reveals remarkable structurally complex outcomes of reacting AM(HMDS) (AM = Rb, Cs; HMDS = hexamethyldisilazide) with benzaldehyde and acetophenone. Though complicated, reactions give a diversity of eye-catching isolated products, an enolate with a hexagonal prismatic network, two dienolates with distinct extended ladder motifs, and two β-imino-alkoxides comprising zig-zag chains of metal–oxygen bonds in infinite cages.
Original languageEnglish
Pages (from-to)91-94
Number of pages4
JournalChemical Communications
Issue number1
Early online date22 Nov 2023
Publication statusPublished - 4 Jan 2024


  • light alkali metal (Li,Na,K) amides
  • organic carbonyl compounds


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