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Diverse reactions of a fluorostannylenoid towards ethynes.
- Source :
-
Dalton Transactions: An International Journal of Inorganic Chemistry . 8/21/2021, Vol. 50 Issue 31, p10806-10810. 5p. - Publication Year :
- 2021
-
Abstract
- Fluoro(dialkyl)stannylenoid 2 exhibits unique reactivity towards ethynes with acetylenic hydrogen and those with trimethylsilyl groups, though the corresponding free dialkylstannylene 1 is inactive against those ethynes. Stannylenoid 2 reacts smoothly with gaseous ethyne and phenylethyne at room temperature, giving the corresponding diethynylstannanes, di(phenylethynyl)stannane 3 and diethynylstannane 6, respectively, in good yields with the concomitant evolution of H2. Trimethylsilyl-substituted ethynes such as 1-trimethylsilyl-(2-phenyl)ethyne and 1,2-bis(trimethylsilyl)ethyne react similarly to give 3 and bis(trimethylsilylethynyl)stannane 8, respectively. Rather unexpectedly, the reaction of 2 with (trimethylsilyl)ethyne affords 1,2-bis(ethenylstannyl)ethyne 7 in a good yield. The reactions of 2 with methyl and ethyl propynoates give the same products 4 and 5 as those obtained during the reaction of dialkylstannylene 1 without CsF. Pathways involving the nucleophilic attack of cesium acetylide to an ethyne-complexed stannylene were proposed, while the detailed mechanisms remain unknown. The structure of 7 was studied by single crystal X-ray diffraction analysis. [ABSTRACT FROM AUTHOR]
- Subjects :
- *ETHYNYL benzene
*ACETYLENE
*SINGLE crystals
*STANNANE
*X-ray diffraction
Subjects
Details
- Language :
- English
- ISSN :
- 14779226
- Volume :
- 50
- Issue :
- 31
- Database :
- Academic Search Index
- Journal :
- Dalton Transactions: An International Journal of Inorganic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 151841773
- Full Text :
- https://doi.org/10.1039/d1dt01914g