Reactions of silamorpholinones and acylsilamorpholines with electrophilic reagents. X-ray structure of products including a pentacoordinated silicon compound
Ag. Shipov et al., Reactions of silamorpholinones and acylsilamorpholines with electrophilic reagents. X-ray structure of products including a pentacoordinated silicon compound, J ORGMET CH, 620(1-2), 2001, pp. 139-149
Reactions of 2-sila-5-morpholinones, 4-acyl-2-silamorphoiines and 4-acyl-2,
6-disilamorpholines with electrophilic reagents generally lead to the openi
ng of the sila- or disilacycle by cleavage of the Si-O bond with subsequent
rearrangement to form five-membered chelate derivatives where the amide ox
ygen atoms coordinate with the silicon to form pentacoordinate silicon spec
ies. Multinuclear NMR spectroscopy and X-ray diffraction studies were used
for structural investigation of the products. 4-Acyl-2,6-disilamorpholines
initially form adducts with strong acids where the amide oxygen is protonat
ed by the acid as demonstrated by X-ray crystallography. (C) 2001 Elsevier
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