On the Reactivity of the Silylene PhC(NtBu)2SiNPh2toward Organic Substrates
| Autor: | Herbert W. Roesky, Dietmar Stalke, Ramachandran Azhakar, Hilke Wolf |
|---|---|
| Rok vydání: | 2013 |
| Předmět: |
010405 organic chemistry
Stereochemistry Silylene Nuclear magnetic resonance spectroscopy 010402 general chemistry Mass spectrometry 01 natural sciences Medicinal chemistry Cycloaddition 3. Good health 0104 chemical sciences Inorganic Chemistry chemistry.chemical_compound chemistry Elemental analysis Yield (chemistry) Reactivity (chemistry) |
| Zdroj: | Zeitschrift für anorganische und allgemeine Chemie. 639:934-938 |
| ISSN: | 0044-2313 |
| DOI: | 10.1002/zaac.201300138 |
| Popis: | The reactivity studies of stable silylenes with organo isothiocyanates are so far not reported. In this manuscript we describe for the first time the reaction of the stable silylene LSiNPh2 (1) [L = PhC(NtBu)2] with PhNCS to yield the silathione LSi(S)NPh2 (2), with elimination of PhNC. The reaction of PhC≡CPh with LSiNPh2 resulted in the [1+2]-cycloaddition product silacyclopropene 3. Treatment of 1 with 3, 5-di-tert-butyl-o-benzoquinone yielded the [1+4]-cycloaddition product 4. Compounds 2, 3, and 4 were characterized by elemental analysis, multinuclear NMR spectroscopy, and EI-MS spectrometry. The molecular structures of compounds 2, 3, and 4 were established unequivocally by single-crystal X-ray structural analysis. |
| Databáze: | OpenAIRE |
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