Thermal decomposition of [Me3SiNCH2CH2NSiMe3] · Li2(THF)2 to [LiN(SiMe3)2 · THF]2 via a 1,4-trimethylsilyl shift

Helmut Mack, Gerlinde Frenzen, Michael Bendikov, Moris S. Eisen*

*Corresponding author for this work

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The dilithium salt [Me3SiNCH2CH2NSiMe3] · Li2(THF)2 decomposes slowly upon heating forming a metastable structure of the crystalline [LiN(SiMe3) · THF]2. The crystal structure of the new form was established by single crystal X-ray diffraction showing a decrease in the a and b parameter values of the unit cell, and an expansion of the c value as compared with the structure obtained at room temperature. The major discrepancies among the known and the metastable crystalline framework are the Li-O bond length and the dihedral angle disposition of the trimethylsilyl groups as regarded to the middle Li-N-Li-N heterocyclobutane ring. Attempts to trap the expected additional lithium imine product were unsuccessful although quenching experiments produced polyethyleneimine.

Original languageEnglish
Pages (from-to)39-43
Number of pages5
JournalJournal of Organometallic Chemistry
Issue number1-2
StatePublished - 18 Dec 1997
Externally publishedYes


  • Lithium amide
  • Polyethyleneimine
  • TMS-shift
  • X-ray crystal structure


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