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.
Original language | English |
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Pages (from-to) | 17252-17260 |
Number of pages | 9 |
Journal | Chemistry - a European Journal |
Volume | 26 |
Issue number | 71 |
Early online date | 27 Jul 2020 |
DOIs | |
Publication status | Published - 18 Dec 2020 |
Keywords
- cross hyperconjugation
- oligosilanes
- siloles
- σ-conjugation
ASJC Scopus subject areas
- Catalysis
- Organic Chemistry
Fields of Expertise
- Advanced Materials Science