The R-lithiation-trapping sequence of trans-N-alkyl-2,3-diphenylaziridines (s-BuLi or s-BuLi/TMEDA), taking place with a stereochemistry which dramatically depends on the solvent coordinating ability (inversion of configuration in THF and retention in toluene), has been carefully investigated. 1H,13C, and 7Li multinuclear NMR investigations at low temperature suggest that two differently configured lithiated aziridines (monomeric is-1-Li in THF and dimeric trans-1-Li in toluene) are involved.

Regio- and Stereoselective Lithiation of 2,3- Diphenylaziridines: A Multinuclear NMR Investigation

MAZZANTI, ANDREA;
2008

Abstract

The R-lithiation-trapping sequence of trans-N-alkyl-2,3-diphenylaziridines (s-BuLi or s-BuLi/TMEDA), taking place with a stereochemistry which dramatically depends on the solvent coordinating ability (inversion of configuration in THF and retention in toluene), has been carefully investigated. 1H,13C, and 7Li multinuclear NMR investigations at low temperature suggest that two differently configured lithiated aziridines (monomeric is-1-Li in THF and dimeric trans-1-Li in toluene) are involved.
2008
V. Capriati; S. Florio; R. Luisi; A. Mazzanti; B. Busio
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11585/68814
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