N-TRIALKYLGERMYL ET N-TRIARYLGERMYL-SULFAMIDES
- 1 October 1996
- journal article
- research article
- Published by Taylor & Francis in Phosphorus, Sulfur, and Silicon and the Related Elements
- Vol. 117 (1) , 21-36
- https://doi.org/10.1080/10426509608038772
Abstract
N-Trialkylgermyl or triarylgermyl derivatives of sulfamids were obtained by transmetallation from lithium sulfamids, through intermolecular dehydrohalogenation between sulfamids and trialkyl- or triarylgermyl- chlorides or by transamination. For the transamination from N-dialkylgermylamines by sulfamids, it was established that the reactions do not depend only on the acidity of the protons of the sulfamids, but equally on the nucleophily of the nitrogen atom bearing these protons. With sulfamid itself, only symetrical di- or tetra-germylated compounds were formed. With sulfanilamid, monometallation can be obtained and occurs on the more nucleophilic nitrogen, neighbouring the SO2 group. Polymetallated compounds such as tetra(triethylgermyl)sulfanilamid are obtained by transmetallation. However steric hindrance plays a prominent role and trimesitylgermylderivatives were never obtained. The Ge-N bond in germylsulfamids is easily cleaved by protic species.Keywords
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