The Combination of Cross‐Hyperconjugation and σ‐Conjugation in 2,5‐Oligosilanyl Substituted Siloles

Abstract: Reaction of a 2,5‐dilithiated silole with excess dichlorodimethylsilane gives the respective 2,5‐bis (chlorodimethylsilyl) substituted silole. This compound can be converted to 2,5‐bis (oligosilanyl) substituted siloles by addition of a suitable oligosilanide. In the UV spectra of the thus obtained compounds the lowest energy absorptions are bathochromically shifted compared to the absorptions of the two constituents, namely the 2,5‐disilyl substituted silole and a trisilane. The bathochromic shift is interpreted as being caused by a mixed σ‐conjugation/cross‐hyperconjugation. This assumption is supported by TD‐DFT calculations, which show a significant contribution from Si−Si bonds to the HOMO of the molecule.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
The Combination of Cross‐Hyperconjugation and σ‐Conjugation in 2,5‐Oligosilanyl Substituted Siloles ; volume:26 ; number:71 ; year:2020 ; pages:17252-17260 ; extent:9
Chemistry - a European journal ; 26, Heft 71 (2020), 17252-17260 (gesamt 9)

Creator
Pöcheim, Alexander
Özpınar, Gül Altınbaş
Müller, Thomas
Baumgartner, Judith
Marschner, Christoph

DOI
10.1002/chem.202003150
URN
urn:nbn:de:101:1-2022060514050158685638
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
15.08.2025, 7:32 AM CEST

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Associated

  • Pöcheim, Alexander
  • Özpınar, Gül Altınbaş
  • Müller, Thomas
  • Baumgartner, Judith
  • Marschner, Christoph

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