Isolable rubidium and caesium derivatives of common organic carbonyl compounds

Wacker, Jakoba and Lynch, Jennifer R. and Banerjee, Sumanta and MacDonald, Peter A. and Kennedy, Alan R. and Sarkar, Biprajit and Mulvey, Robert E. (2024) Isolable rubidium and caesium derivatives of common organic carbonyl compounds. Chemical Communications, 60 (1). pp. 91-94. ISSN 1359-7345 (

[thumbnail of Wacker-etal-CC-2023-Isolable-rubidium-and-caesium-derivatives-of-common-organic-carbonyl-compounds]
Text. Filename: Wacker-etal-CC-2023-Isolable-rubidium-and-caesium-derivatives-of-common-organic-carbonyl-compounds.pdf
Final Published Version
License: Creative Commons Attribution 3.0 logo

Download (1MB)| Preview


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.