Cargando…

(2S,7S)-10-Ethyl-1,8,10,12-tetra­aza­tetra­cyclo­[8.3.1.1(8,12).0(2,7)]penta­decan-10-ium iodide

The title chiral quaternary ammonium salt, C(13)H(25)N(4) (+)·I(−), was synthesized through the Menschutkin reaction between the cage aminal (2S,7S)-1,8,10,12-tetra­aza­tetra­cyclo­[8.3.1.1(8,12).0(2,7)]penta­decane and ethyl iodide. The quaternization occurred regioselectively on the nitrogen with...

Descripción completa

Detalles Bibliográficos
Autores principales: Rivera, Augusto, Osorio, Héctor Jairo, Sadat-Bernal, John, Eigner, Václav, Dušek, Michal
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3470393/
https://www.ncbi.nlm.nih.gov/pubmed/23125806
http://dx.doi.org/10.1107/S1600536812040159
_version_ 1782246270473076736
author Rivera, Augusto
Osorio, Héctor Jairo
Sadat-Bernal, John
Eigner, Václav
Dušek, Michal
author_facet Rivera, Augusto
Osorio, Héctor Jairo
Sadat-Bernal, John
Eigner, Václav
Dušek, Michal
author_sort Rivera, Augusto
collection PubMed
description The title chiral quaternary ammonium salt, C(13)H(25)N(4) (+)·I(−), was synthesized through the Menschutkin reaction between the cage aminal (2S,7S)-1,8,10,12-tetra­aza­tetra­cyclo­[8.3.1.1(8,12).0(2,7)]penta­decane and ethyl iodide. The quaternization occurred regioselectively on the nitrogen with major sp3 character. The crystal structure consists of anions and cations separated by normal distances. Ions are not linked through C—H⋯I hydrogen bonds.
format Online
Article
Text
id pubmed-3470393
institution National Center for Biotechnology Information
language English
publishDate 2012
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-34703932012-11-02 (2S,7S)-10-Ethyl-1,8,10,12-tetra­aza­tetra­cyclo­[8.3.1.1(8,12).0(2,7)]penta­decan-10-ium iodide Rivera, Augusto Osorio, Héctor Jairo Sadat-Bernal, John Eigner, Václav Dušek, Michal Acta Crystallogr Sect E Struct Rep Online Organic Papers The title chiral quaternary ammonium salt, C(13)H(25)N(4) (+)·I(−), was synthesized through the Menschutkin reaction between the cage aminal (2S,7S)-1,8,10,12-tetra­aza­tetra­cyclo­[8.3.1.1(8,12).0(2,7)]penta­decane and ethyl iodide. The quaternization occurred regioselectively on the nitrogen with major sp3 character. The crystal structure consists of anions and cations separated by normal distances. Ions are not linked through C—H⋯I hydrogen bonds. International Union of Crystallography 2012-09-29 /pmc/articles/PMC3470393/ /pubmed/23125806 http://dx.doi.org/10.1107/S1600536812040159 Text en © Rivera et al. 2012 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Rivera, Augusto
Osorio, Héctor Jairo
Sadat-Bernal, John
Eigner, Václav
Dušek, Michal
(2S,7S)-10-Ethyl-1,8,10,12-tetra­aza­tetra­cyclo­[8.3.1.1(8,12).0(2,7)]penta­decan-10-ium iodide
title (2S,7S)-10-Ethyl-1,8,10,12-tetra­aza­tetra­cyclo­[8.3.1.1(8,12).0(2,7)]penta­decan-10-ium iodide
title_full (2S,7S)-10-Ethyl-1,8,10,12-tetra­aza­tetra­cyclo­[8.3.1.1(8,12).0(2,7)]penta­decan-10-ium iodide
title_fullStr (2S,7S)-10-Ethyl-1,8,10,12-tetra­aza­tetra­cyclo­[8.3.1.1(8,12).0(2,7)]penta­decan-10-ium iodide
title_full_unstemmed (2S,7S)-10-Ethyl-1,8,10,12-tetra­aza­tetra­cyclo­[8.3.1.1(8,12).0(2,7)]penta­decan-10-ium iodide
title_short (2S,7S)-10-Ethyl-1,8,10,12-tetra­aza­tetra­cyclo­[8.3.1.1(8,12).0(2,7)]penta­decan-10-ium iodide
title_sort (2s,7s)-10-ethyl-1,8,10,12-tetra­aza­tetra­cyclo­[8.3.1.1(8,12).0(2,7)]penta­decan-10-ium iodide
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3470393/
https://www.ncbi.nlm.nih.gov/pubmed/23125806
http://dx.doi.org/10.1107/S1600536812040159
work_keys_str_mv AT riveraaugusto 2s7s10ethyl181012tetraazatetracyclo8311812027pentadecan10iumiodide
AT osoriohectorjairo 2s7s10ethyl181012tetraazatetracyclo8311812027pentadecan10iumiodide
AT sadatbernaljohn 2s7s10ethyl181012tetraazatetracyclo8311812027pentadecan10iumiodide
AT eignervaclav 2s7s10ethyl181012tetraazatetracyclo8311812027pentadecan10iumiodide
AT dusekmichal 2s7s10ethyl181012tetraazatetracyclo8311812027pentadecan10iumiodide