Organogermanium(II) Hydrides as a Source of Highly Soluble LiH

Jakub Tremmel, Jiří Tydlitát, Libor Dostál, Aleš Růžička, Xavier Deraet, Jan Turek, Roman Jambor

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7 Citations (Scopus)
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Abstract

The reactions of monomeric C,N-chelated organogermanium(II) hydride L(H)Ge⋅BH3 with organolithium salts RLi yielded lithium hydrogermanatoborates (Li(THF)2{BH3[L(H)GeR]})2. Compound (Li(THF)2{BH3[L(H)GePh]})2 was used as a source of LiH for the reduction of organic C=O or C=N bonds in nonpolar solvents accompanied by the elimination of a neutral complex L(Ph)Ge⋅BH3. The interaction of (Li(THF)2{BH3[L(H)GePh]})2 with the polar C=O bond was further investigated by computational studies revealing a plausible geometry of a pre-reactive intermediate. The experimental and theoretical studies suggest that, although the Li atom of (Li(THF)2{BH3[L(H)GePh]})2 coordinates the C=O bond, the GeH fragment is the active species in the reduction reaction. Finally, benzaldehyde was reduced by a mixture of L(H)Ge⋅BH3 with PhLi in nonpolar solvents.

Original languageEnglish
Pages (from-to)6070-6075
Number of pages6
JournalChemistry - a European Journal
Volume26
Issue number27
DOIs
Publication statusPublished - 12 May 2020

Bibliographical note

Funding Information:
R.J. would like to acknowledge the Czech Science foundation (project 20‐10417S) for financial support. J.T. would like to acknowledge the financial support of the Research Foundation‐Flanders (FWO; Project No. 12Y7718N) and the computational resources and services provided by the Shared ICT Services Centre funded by the Vrije Universiteit Brussel, the Flemish Supercomputer Centre (VSC) and FWO. X.D. wishes to acknowledge the Vrije Universiteit Brussel for the Strategic Research Program.

Funding Information:
R.J. would like to acknowledge the Czech Science foundation (project 20-10417S) for financial support. J.T. would like to acknowledge the financial support of the Research Foundation-Flanders (FWO; Project No. 12Y7718N) and the computational resources and services provided by the Shared ICT Services Centre funded by the Vrije Universiteit Brussel, the Flemish Supercomputer Centre (VSC) and FWO. X.D. wishes to acknowledge the Vrije Universiteit Brussel for the Strategic Research Program.

Publisher Copyright:
© 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

Copyright:
Copyright 2020 Elsevier B.V., All rights reserved.

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