Carbene chemistry. Part III. Reactions of diazomethyltrimethylsilane
- 1 January 1974
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 1440-1443
- https://doi.org/10.1039/p19740001440
Abstract
Photolysis of diazomethyltrimethylsilane yields nitrogen and trimethylsilycarbene (Me3Si·[graphic omitted]H), which reacts with diazomethyltrimethylsilane, trans-but-2-ene, and ethylene to give trans-2,2,5,5-tetramethyl-2,5-disilahex-3-ene, trans-1,2-dimethyl-3-trimethylsilylcyclopropane, and trimethylsilycyclopropane, respectively. The carbene does not react with 2,3-dimethylbut-2-ene to form a cyclopropane, but undergoes insertion (i) into the Si–H bond of trimethylsilane to give 2,2,4,4-tetramethyl-2,4-disilapentane, (ii) into a C–H bond of hexamethyldisiloxane to give 2,2,4,4,7,7-hexamethyl-3-oxa-2,4,7-trisilaoctane, and (iii) into the Si–H bond or a C–H bond of 2,2,4,6,6-pentamethyl-3,5-dioxa-2,4,6-trisilaheptane to give 2,2,4,6,6-pentamethyl-4-trimethylsilylmethyl-3,5-dioxa-2,4,6-trisilaheptane and 2,2,4,6,6,9,9-heptamethyl-3,5-dioxa-2,4,6,9-tetrasiladecane, respectively.Keywords
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