Cargando…
Crystal structure of bis(3,5-dichloro-2-hydroxybenzyl)(2-methoxyethyl)amine
The title compound, systematic name 4,4′,6,6′-tetrachloro-2,2′-{[(2-methoxyethyl)azanediyl]bis(methylene)}diphenol (C(17)H(17)Cl(4)NO, 1), was prepared via a modified Mannich reaction between 2-methoxyethylamine, 2,4-dichlorophenol, and aqueous formaldehyde. The resulting amine bis(phenol) pr...
Autores principales: | , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2023
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10483550/ https://www.ncbi.nlm.nih.gov/pubmed/37693661 http://dx.doi.org/10.1107/S2056989023006564 |
_version_ | 1785102411410440192 |
---|---|
author | Wile, Bradley M. Griffith, Claire L. Johnson, Adam R. |
author_facet | Wile, Bradley M. Griffith, Claire L. Johnson, Adam R. |
author_sort | Wile, Bradley M. |
collection | PubMed |
description | The title compound, systematic name 4,4′,6,6′-tetrachloro-2,2′-{[(2-methoxyethyl)azanediyl]bis(methylene)}diphenol (C(17)H(17)Cl(4)NO, 1), was prepared via a modified Mannich reaction between 2-methoxyethylamine, 2,4-dichlorophenol, and aqueous formaldehyde. The resulting amine bis(phenol) provides an interesting comparison to related species as a result of the electron-withdrawing substituents on the phenol rings, in combination with similar steric parameters. One of the Cl atoms was modeled as a two-component disorder with partial occupancies of 0.49 (3) and 0.51 (3), while the pendant ether group was modeled as a two-component disorder with partial occupancies of 0.867 (3) and 0.133 (3). A comparison of metrical parameters for the title compound and closely related structures provides insight into the use of these species as ligands to support transition-metal complexes for applications as homogeneous catalysts. |
format | Online Article Text |
id | pubmed-10483550 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-104835502023-09-08 Crystal structure of bis(3,5-dichloro-2-hydroxybenzyl)(2-methoxyethyl)amine Wile, Bradley M. Griffith, Claire L. Johnson, Adam R. Acta Crystallogr E Crystallogr Commun Research Communications The title compound, systematic name 4,4′,6,6′-tetrachloro-2,2′-{[(2-methoxyethyl)azanediyl]bis(methylene)}diphenol (C(17)H(17)Cl(4)NO, 1), was prepared via a modified Mannich reaction between 2-methoxyethylamine, 2,4-dichlorophenol, and aqueous formaldehyde. The resulting amine bis(phenol) provides an interesting comparison to related species as a result of the electron-withdrawing substituents on the phenol rings, in combination with similar steric parameters. One of the Cl atoms was modeled as a two-component disorder with partial occupancies of 0.49 (3) and 0.51 (3), while the pendant ether group was modeled as a two-component disorder with partial occupancies of 0.867 (3) and 0.133 (3). A comparison of metrical parameters for the title compound and closely related structures provides insight into the use of these species as ligands to support transition-metal complexes for applications as homogeneous catalysts. International Union of Crystallography 2023-08-04 /pmc/articles/PMC10483550/ /pubmed/37693661 http://dx.doi.org/10.1107/S2056989023006564 Text en © Wile et al. 2023 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 Wile, Bradley M. Griffith, Claire L. Johnson, Adam R. Crystal structure of bis(3,5-dichloro-2-hydroxybenzyl)(2-methoxyethyl)amine |
title | Crystal structure of bis(3,5-dichloro-2-hydroxybenzyl)(2-methoxyethyl)amine |
title_full | Crystal structure of bis(3,5-dichloro-2-hydroxybenzyl)(2-methoxyethyl)amine |
title_fullStr | Crystal structure of bis(3,5-dichloro-2-hydroxybenzyl)(2-methoxyethyl)amine |
title_full_unstemmed | Crystal structure of bis(3,5-dichloro-2-hydroxybenzyl)(2-methoxyethyl)amine |
title_short | Crystal structure of bis(3,5-dichloro-2-hydroxybenzyl)(2-methoxyethyl)amine |
title_sort | crystal structure of bis(3,5-dichloro-2-hydroxybenzyl)(2-methoxyethyl)amine |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10483550/ https://www.ncbi.nlm.nih.gov/pubmed/37693661 http://dx.doi.org/10.1107/S2056989023006564 |
work_keys_str_mv | AT wilebradleym crystalstructureofbis35dichloro2hydroxybenzyl2methoxyethylamine AT griffithclairel crystalstructureofbis35dichloro2hydroxybenzyl2methoxyethylamine AT johnsonadamr crystalstructureofbis35dichloro2hydroxybenzyl2methoxyethylamine |