Cleavage of α-halosubstituted alkyl groups from silicon. General base catalysis in silicon—carbon bond cleavage

1976 ◽  
Vol 117 (3) ◽  
pp. 219-229 ◽  
Author(s):  
W. Stańczyk ◽  
J. Chojnowski
1984 ◽  
Vol 39 (10) ◽  
pp. 1368-1374 ◽  
Author(s):  
Peter Jutzi ◽  
Gabriele Berg ◽  
Cornelius Otto ◽  
Thomas Wippermann

In the system 1-sila-2,4-cyclohexadiene (l)/tert-butyllithium/trimethylchlorosilane the following reaction types have been observed: nucleophilic substitution, metallation, addition of tert-butyllithium to the diene fragment, addition of lithium hydride to the diene fragment, silicon-carbon bond cleavage, and transmetallation. The resulting products 2-11 have been characterised by their 1H and 13C NMR data; the compounds 2, 3, 6, 8 and 10 could be isolated in a pure form. The relative quantities obtained of the compounds 2-11 depend on the reaction conditions (solvent, temperature, order of addition).


1994 ◽  
Vol 13 (6) ◽  
pp. 2309-2319 ◽  
Author(s):  
Wenbin Lin ◽  
Scott R. Wilson ◽  
Gregory S. Girolami

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