ISSN:
1573-8353
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract 2-Hydrogen-1,3-dioxa-2,4,7-trisilacycloheptanes and 2-hydrogen-1,3-dioxa-2,4,8-trisiacyclooctanes, each as a mixture of three configurational isomers, were synthesized and halogenated with chlorine and bromine in the presence of pyridine. The stereochemical course of the halogenation reactions was studied by gas chromatography. 2-Chloro-2,4,7-trimethyl-4,7-bis(trimethyl-siloxy)-1,3-dioxa-2,4,7-trisiacycloheptanes and 2-chloro-2,4,7-trimethyl-4,7-diphenyl-1,3-dioxa-2,4,7-trisilacycloheptanes reacted with alcohols in the presence of pyridine, triethylamine, or 2,6-dimethylpyridine. Gas chromatography, and1H NMR and29Si NMR spectroscopy were used to investigate the stereochemistry of these substitution reactions. It has been found that all reactions proceed with retention of configuration and that the differences of the relative reactivities of the configurational isomers were distinctly smaller than those observed for reactions of the configurations isomers of functional cyclotrisiloxanes.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF01169967
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