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An unexpected aza-enolate propyl addition complex, [(PhC=CH2)(CH=C(CH2CH2CH3)CH3)NNa·THF]∞ (1), was isolated when (S)-N-α-(methylbenzyl)allylamine reacted in hexane with nBuNa in the presence of THF. Analytical studies revealed a decomposition of the sodium 1-azaallylamide to a sodium enamide and propene, identified by solution studies and a GC-headspace study, respectively. Propene then adds to the carbanion tautomer of the sodium 1-azaallylamide followed by anionic rearrangements to later form the aza-enolate propyl addition complex.
|Number of pages||3|
|Publication status||Published - 8 Feb 2016|
- 1 Finished
Early Main Group Organometallic Complexes and their Role in Asymmetric Synthesis
Andrews, P. & Bull, S.
Australian Research Council (ARC), Monash University
4/01/11 → 4/08/17