Atranes

Silatrane, in the presence of the corresponding sodium alkoxide of phenoxide readily reacts with alcohols and phenols with the liberation of hydrogen and the formation of 1-alkoxy- or 1-aryloxyatranes, . Depending on the nature of the alcohol or phenol, the rate of the reaction falls in the following sequence: p-CH₃OC₆H₄OH > p-(CH₃)₃CC₆H₄OH = n-C₄H₉OH = = n-C₅H₁₁OH > i-C₄H₉OH > s-C₄H₉OH > p-CH₃C₆H₄OH > C₆H₅OH > > p-ClC₆H₄OH > t-C₄H₉OH > p-O₂NC₆H₄OH > C₆F₅OH. The rate of the dehydrocondensation reaction of hydrosilanes with alcohols rises in the sequence . In the presence of ZnCl₂ as catalyst, the dehydrocondensation reaction of silatrane with alcohols takes place considerably more slowly and does not go to completion. The formation of 1-organyloxysilatranes from silatrane and alcohols does not take place in the presence of H₂PtCl₆ or in the absence of catalysts. Using the dehydrocondensation reaction, twelve 1-organyloxysilatranes have been synthesized, two of which were previously unknown.