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Synthesis, Characterization and Reactions of (Azidoethynyl)trimethylsilane
- Source :
- Molecules, Vol 20, Iss 12, Pp 21328-21335 (2015)
- Publication Year :
- 2015
- Publisher :
- MDPI AG, 2015.
-
Abstract
- Synthesis of azido(trimethylsilyl)acetylene (6) was performed by treating the iodonium salt 5 with highly soluble hexadecyltributylphosphonium azide (QN3) at −40 °C. Although this product is very unstable, it can nevertheless be trapped by the click reaction with cyclooctyne to give the corresponding 1,2,3-triazole, and also directly characterized by 1H- and 13C-NMR data as well as IR-spectra, which were measured in solution at low temperature and in the gas phase. The thermal or photochemical decay of azide 6 leads to cyano(trimethylsilyl)carbene. This is demonstrated not only by quantum chemical calculations, but also by the trapping reactions with the help of isobutene.
Details
- Language :
- English
- ISSN :
- 14203049
- Volume :
- 20
- Issue :
- 12
- Database :
- Directory of Open Access Journals
- Journal :
- Molecules
- Publication Type :
- Academic Journal
- Accession number :
- edsdoj.4388963bac0418a92996106f499d7f7
- Document Type :
- article
- Full Text :
- https://doi.org/10.3390/molecules201219770