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. 2024 May 2;19(9):e202400111.
doi: 10.1002/asia.202400111. Epub 2024 Mar 19.

An Isolable THF-Coordinated Dialkylgermanone

Kazuma Oshima  1 , Ryo Kobayashi  1 , Kengo Sakamoto  1 , Kenji Yoza  2 , Shintaro Ishida  1 , Takeaki Iwamoto  1
Affiliations

An Isolable THF-Coordinated Dialkylgermanone

Kazuma Oshima et al. Chem Asian J. .

Abstract

A stable dialkylgermanone was generated by mixing a solid of the corresponding dialkylgermylene and gaseous N2O. 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 H2O, THF, and B(C6F5)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 Ph3PCHPh to afford the corresponding Ge=C bond compound (germa-Wittig reaction).

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

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