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Oligosilanylated Silocanes.

Mohammad Aghazadeh Meshgi1, Alexander Pöcheim1, Judith Baumgartner1

  • 1Institut für Anorganische Chemie, Technische Universität Graz, Stremayrgasse 9, A-8010 Graz, Austria.

Molecules (Basel, Switzerland)
|January 20, 2021
PubMed
Summary
This summary is machine-generated.

New silocanes with various silyl and germyl substitutions were synthesized. Researchers found no evidence of hypercoordinative nitrogen-silicon interactions, with distances influenced by steric and electronic factors.

Keywords:
DFT calculationscyclic voltammetryhypercoordinationsilanides

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Area of Science:

  • Organosilicon Chemistry
  • Main Group Chemistry
  • Inorganic Synthesis

Background:

  • Silocanes, characterized by silicon-nitrogen bonds, are of interest for their unique structural and electronic properties.
  • Understanding potential interactions between silicon and nitrogen atoms is crucial for predicting reactivity and stability.
  • Previous studies have explored various substituents on silicon, but systematic investigations into hypercoordination in silocanes are limited.

Purpose of the Study:

  • To synthesize and characterize novel mono- and dioligosilanylated silocanes with diverse substitution patterns.
  • To investigate the potential for hypercoordinative interactions between nitrogen and silicon atoms in these compounds.
  • To elucidate the factors governing the nitrogen-silicon bond distance and electronic interactions.

Main Methods:

  • Synthesis of silocanes with 1-methyl-1-tris(trimethylsilyl)silyl, 1,1-bis[tris(trimethylsilyl)silyl], and 1,1-bis[tris(trimethylsilyl)germyl] groups.
  • Reactions with potassium tert-butoxide (KOtBu) to form silanides and diides.
  • Characterization using single crystal X-ray diffraction (XRD), 29Si-NMR spectroscopy, cyclic voltammetry, and Density Functional Theory (DFT) calculations.

Main Results:

  • Successfully prepared and characterized various silylated and germylated silocanes, including cyclic and oxacyclic examples.
  • Demonstrated selective reactivity of silocanes with KOtBu, leading to silanide formation or substituent replacement.
  • No evidence of hypercoordinative nitrogen-silicon interactions was found through experimental and computational methods.

Conclusions:

  • The N-Si distance in silocanes is primarily dictated by steric hindrance and through-space electronic interactions, rather than a strong tendency for hypercoordination.
  • The electronic properties and reactivity of silocanes can be tuned by varying the substituents on the silicon atoms.
  • This study provides valuable insights into the structural and electronic landscape of organosilicon compounds containing silicon-nitrogen bonds.