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Crystal structure of 2-(2,6-diiso-propyl-phen-yl)-N,N-diethyl-3,3-dimethyl-2-aza-spiro-[4.5]decan-1-amine: a di-ethyl-amine adduct of a cyclic(alk-yl)(amino)-carbene (CAAC).

Roxanne A NaumannJoseph W ZillerAllegra L Liberman-Martin
Published in: Acta crystallographica. Section E, Crystallographic communications (2021)
The structure of the title compound, C27H46N2, at 93 K has monoclinic (P21/n) symmetry. The title compound was prepared by treatment of 2-(2,6-diiso-propyl-phenyl)-3,3-dimethyl-2-aza-spiro-[4.5]dec-1-en-2-ium hydrogen dichloride with two equivalents of lithium di-ethyl-amide. Characterization of the title compound by single-crystal X-ray diffraction and 1H and 13C NMR spectroscopy is presented. Formation of the di-ethyl-amine adduct of the cyclic(alk-yl)(amino)-carbene (CAAC) was unexpected, as deprotonation using lithium diiso-propyl-amide results in free CAAC formation.
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