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Updated: Jul 9, 2025

Isolating Free Carbenes, their Mixed Dimers and Organic Radicals
Published on: April 19, 2019
Isolable rubidium and caesium derivatives of common organic carbonyl compounds
Jakoba Wacker1,2, Jennifer R Lynch1, Sumanta Banerjee1
1Department of Pure and Applied Chemistry, University of Strathclyde, Glasgow, G1 1XL, UK. r.e.mulvey@strath.ac.uk.
Abstract:
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.
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