Tetrakis(di-tert-butylmethylsilyl)digermene: Synthesis, structure, electrochemical properties, and reactivity

Vladimir Ya Lee, Kiera McNiece, Yuki Ito, Akira Sekiguchi, Natalie Geinik, James Y. Becker

Research output: Contribution to journalArticlepeer-review

9 Scopus citations

Abstract

The tetrasilyl-substituted digermene (tBu2MeSi)2Ge=Ge(SiMetBu2)2 1 was prepared by the reduction of the readily available 1,1-dichlorogermane (tBu2MeSi)2GeCl2 with potassium graphite. Compound 1 is a rather unusual example of a digermene featuring planar geometry at the doubly bonded germanium atoms, on the one hand, and an extraordinarily twisted Ge=Ge bond, on the other hand, caused by the electronic and steric factors of the bulky σ-donating silyl substituents. Although it maintains the structural integrity of its double bond in solution, 1 revealed reactivity that is not characteristic of the >Ge=Ge< bond but is typical for germylenes >Ge: upon reaction with nucleophilic reagents (isocyanide, orthoquinone). Unlike common alkenes, 1 affords stable cation and anion radicals generated by cyclic voltammetry.

Original languageEnglish
Pages (from-to)313-319
Number of pages7
JournalHeteroatom Chemistry
Volume25
Issue number5
DOIs
StatePublished - 1 Nov 2014

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