Highly asymmetric coordination of trimethylsilyl groups to tetrazole and triazole rings: an experimental and computational study in gaseous and crystalline phases

Derek A. Wann, Ingo Gronde, Thomas Foerster, Stuart A. Hayes, Sarah L. Masters, Heather E. Robertson, Norbert W. Mitzel, David W. H. Rankin

Research output: Contribution to journalArticlepeer-review

Abstract

1-Trimethylsilyltetrazole, 1, has been synthesised from chlorotrimethylsilane and tetrazole in the presence of triethylamine as an auxiliary base. The structure of this compound has been determined in the crystalline phase by X-ray diffraction of a crystal grown in situ. The gas-phase structures of 1 and 1-trimethylsilyl-1,2,4-triazole, 2, have been determined by gas-phase electron diffraction (GED). An extensive investigation of these and related compounds by ab initio calculations is also reported. The angles between the rings and the substituents on N were of particular interest. It was found that the calculated difference of 15.5° between the CNSi and NNSi angles in 1 was mostly, but not entirely, an inherent property of the tetrazole ring and not due to a short Si···N interaction.

Original languageEnglish
Pages (from-to)3817-3823
Number of pages7
JournalDalton Transactions
Volume2008
Issue number29
DOIs
Publication statusPublished - 2008

Keywords

  • MOLECULAR-ORBITAL METHODS
  • VALENCE BASIS-SETS
  • BETA-DONOR INTERACTIONS
  • ELECTRON-DIFFRACTION
  • 2ND-ROW ELEMENTS
  • AB-INITIO
  • GAS
  • BONDS
  • MODEL
  • ATOMS

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