Crystal structure of 2-(2,6-diiso­propyl­phen­yl)-N,N-diethyl-3,3-dimethyl-2-aza­spiro­[4.5]decan-1-amine: a di­ethyl­amine adduct of a cyclic(alk­yl)(amino)­carbene (CAAC)

The structure of the title compound, C(27)H(46)N(2), at 93 K has monoclinic (P2(1)/n) symmetry. The title compound was prepared by treatment of 2-(2,6-diiso­propyl­phenyl)-3,3-dimethyl-2-aza­spiro­[4.5]dec-1-en-2-ium hydrogen dichloride with two equivalents of lithium di­ethyl­amide. Characterizatio...

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Autores principales: Naumann, Roxanne A., Ziller, Joseph W., Liberman-Martin, Allegra L.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2021
Materias:
Research Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8423011/
https://www.ncbi.nlm.nih.gov/pubmed/34584759
http://dx.doi.org/10.1107/S2056989021007854
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author Naumann, Roxanne A.
Ziller, Joseph W.
Liberman-Martin, Allegra L.
author_facet Naumann, Roxanne A.
Ziller, Joseph W.
Liberman-Martin, Allegra L.
author_sort Naumann, Roxanne A.
collection PubMed
description The structure of the title compound, C(27)H(46)N(2), at 93 K has monoclinic (P2(1)/n) symmetry. The title compound was prepared by treatment of 2-(2,6-diiso­propyl­phenyl)-3,3-dimethyl-2-aza­spiro­[4.5]dec-1-en-2-ium hydrogen dichloride with two equivalents of lithium di­ethyl­amide. Characterization of the title compound by single-crystal X-ray diffraction and (1)H and (13)C NMR spectroscopy is presented. Formation of the di­ethyl­amine adduct of the cyclic(alk­yl)(amino)­carbene (CAAC) was unexpected, as deprotonation using lithium diiso­propyl­amide results in free CAAC formation.
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spelling pubmed-84230112021-09-27 Crystal structure of 2-(2,6-diiso­propyl­phen­yl)-N,N-diethyl-3,3-dimethyl-2-aza­spiro­[4.5]decan-1-amine: a di­ethyl­amine adduct of a cyclic(alk­yl)(amino)­carbene (CAAC) Naumann, Roxanne A. Ziller, Joseph W. Liberman-Martin, Allegra L. Acta Crystallogr E Crystallogr Commun Research Communications The structure of the title compound, C(27)H(46)N(2), at 93 K has monoclinic (P2(1)/n) symmetry. The title compound was prepared by treatment of 2-(2,6-diiso­propyl­phenyl)-3,3-dimethyl-2-aza­spiro­[4.5]dec-1-en-2-ium hydrogen dichloride with two equivalents of lithium di­ethyl­amide. Characterization of the title compound by single-crystal X-ray diffraction and (1)H and (13)C NMR spectroscopy is presented. Formation of the di­ethyl­amine adduct of the cyclic(alk­yl)(amino)­carbene (CAAC) was unexpected, as deprotonation using lithium diiso­propyl­amide results in free CAAC formation. International Union of Crystallography 2021-08-06 /pmc/articles/PMC8423011/ /pubmed/34584759 http://dx.doi.org/10.1107/S2056989021007854 Text en © Naumann et al. 2021 https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Research Communications
Naumann, Roxanne A.
Ziller, Joseph W.
Liberman-Martin, Allegra L.
Crystal structure of 2-(2,6-diiso­propyl­phen­yl)-N,N-diethyl-3,3-dimethyl-2-aza­spiro­[4.5]decan-1-amine: a di­ethyl­amine adduct of a cyclic(alk­yl)(amino)­carbene (CAAC)
title Crystal structure of 2-(2,6-diiso­propyl­phen­yl)-N,N-diethyl-3,3-dimethyl-2-aza­spiro­[4.5]decan-1-amine: a di­ethyl­amine adduct of a cyclic(alk­yl)(amino)­carbene (CAAC)
title_full Crystal structure of 2-(2,6-diiso­propyl­phen­yl)-N,N-diethyl-3,3-dimethyl-2-aza­spiro­[4.5]decan-1-amine: a di­ethyl­amine adduct of a cyclic(alk­yl)(amino)­carbene (CAAC)
title_fullStr Crystal structure of 2-(2,6-diiso­propyl­phen­yl)-N,N-diethyl-3,3-dimethyl-2-aza­spiro­[4.5]decan-1-amine: a di­ethyl­amine adduct of a cyclic(alk­yl)(amino)­carbene (CAAC)
title_full_unstemmed Crystal structure of 2-(2,6-diiso­propyl­phen­yl)-N,N-diethyl-3,3-dimethyl-2-aza­spiro­[4.5]decan-1-amine: a di­ethyl­amine adduct of a cyclic(alk­yl)(amino)­carbene (CAAC)
title_short Crystal structure of 2-(2,6-diiso­propyl­phen­yl)-N,N-diethyl-3,3-dimethyl-2-aza­spiro­[4.5]decan-1-amine: a di­ethyl­amine adduct of a cyclic(alk­yl)(amino)­carbene (CAAC)
title_sort crystal structure of 2-(2,6-diiso­propyl­phen­yl)-n,n-diethyl-3,3-dimethyl-2-aza­spiro­[4.5]decan-1-amine: a di­ethyl­amine adduct of a cyclic(alk­yl)(amino)­carbene (caac)
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8423011/
https://www.ncbi.nlm.nih.gov/pubmed/34584759
http://dx.doi.org/10.1107/S2056989021007854
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