An Isolable THF-Coordinated Dialkylgermanone

Chem Asian J. 2024 Feb 21:e202400111. doi: 10.1002/asia.202400111. Online ahead of print.

Abstract

A stable dialkylgermanone was generated by mixing a solid of the corresponding dialkylgermylene and gaseous N2 O. While the dialkylgermanone is marginally persistent in solution and gradually converts to its head-to-tail dimer at room temperature, the addition of THF to the dialkylgermanone provided an isolable THF-coordinated dialkylgermanone. The THF-coordinated dialkylgermanone reacts with H2 O, THF, and B(C6 F5 )3 similar to the corresponding base-free two-coordinate dialkylsilanone. The dialkylgermanone undergoes deoxygenation in the presence of triphenylphosphine to provide the corresponding germylene and olefination upon treatment with phosphaylide Ph3 PCHPh to afford the corresponding Ge=C bond compound (germa-Wittig reaction).

Keywords: Ge=O double bond; Wittig reaction; carbonyl groups; ketones.