Cargando…
(2E,4E,6E)-3-Methyl-7-(pyren-1-yl)octa-2,4,6-trienoic acid
The title compound, C(25)H(20)O(2), was synthesized by a Wittig reaction between triphenyl[1-(pyren-1-yl)ethyl]phosphonium bromide and ethyl (2E,4E)-3-methyl-6-oxohexa-2,4-dienoate, in the presence of n-butyl lithium, followed by saponification. It was obtained pure in the all-trans configuration...
Autores principales: | , , , , , |
---|---|
Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2009
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2970380/ https://www.ncbi.nlm.nih.gov/pubmed/21578017 http://dx.doi.org/10.1107/S1600536809038409 |
_version_ | 1782190427385888768 |
---|---|
author | Bariamis, Stavros E. Magoulas, George E. Athanassopoulos, Constantinos M. Papaioannou, Dionissios Manos, Manolis J. Nastopoulos, Vassilios |
author_facet | Bariamis, Stavros E. Magoulas, George E. Athanassopoulos, Constantinos M. Papaioannou, Dionissios Manos, Manolis J. Nastopoulos, Vassilios |
author_sort | Bariamis, Stavros E. |
collection | PubMed |
description | The title compound, C(25)H(20)O(2), was synthesized by a Wittig reaction between triphenyl[1-(pyren-1-yl)ethyl]phosphonium bromide and ethyl (2E,4E)-3-methyl-6-oxohexa-2,4-dienoate, in the presence of n-butyl lithium, followed by saponification. It was obtained pure in the all-trans configuration following crystallization from ethyl acetate. The asymmetric unit contains two independent molecules (A and B), which are arranged almost parallel to each other within the crystal structure. The triene chain is not coplanar with the pyrene ring system, forming dihedral angles of 52.8 (1) and 42.2 (1)° for molecules A and B, respectively. Intermolecular hydrogen bonds between the carboxyl groups of the molecules link them into centrosymmetric pairs, AA and BB, each with the R (2) (2)(8) graph-set motif. |
format | Text |
id | pubmed-2970380 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29703802010-12-30 (2E,4E,6E)-3-Methyl-7-(pyren-1-yl)octa-2,4,6-trienoic acid Bariamis, Stavros E. Magoulas, George E. Athanassopoulos, Constantinos M. Papaioannou, Dionissios Manos, Manolis J. Nastopoulos, Vassilios Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(25)H(20)O(2), was synthesized by a Wittig reaction between triphenyl[1-(pyren-1-yl)ethyl]phosphonium bromide and ethyl (2E,4E)-3-methyl-6-oxohexa-2,4-dienoate, in the presence of n-butyl lithium, followed by saponification. It was obtained pure in the all-trans configuration following crystallization from ethyl acetate. The asymmetric unit contains two independent molecules (A and B), which are arranged almost parallel to each other within the crystal structure. The triene chain is not coplanar with the pyrene ring system, forming dihedral angles of 52.8 (1) and 42.2 (1)° for molecules A and B, respectively. Intermolecular hydrogen bonds between the carboxyl groups of the molecules link them into centrosymmetric pairs, AA and BB, each with the R (2) (2)(8) graph-set motif. International Union of Crystallography 2009-09-30 /pmc/articles/PMC2970380/ /pubmed/21578017 http://dx.doi.org/10.1107/S1600536809038409 Text en © Bariamis et al. 2009 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 Bariamis, Stavros E. Magoulas, George E. Athanassopoulos, Constantinos M. Papaioannou, Dionissios Manos, Manolis J. Nastopoulos, Vassilios (2E,4E,6E)-3-Methyl-7-(pyren-1-yl)octa-2,4,6-trienoic acid |
title | (2E,4E,6E)-3-Methyl-7-(pyren-1-yl)octa-2,4,6-trienoic acid |
title_full | (2E,4E,6E)-3-Methyl-7-(pyren-1-yl)octa-2,4,6-trienoic acid |
title_fullStr | (2E,4E,6E)-3-Methyl-7-(pyren-1-yl)octa-2,4,6-trienoic acid |
title_full_unstemmed | (2E,4E,6E)-3-Methyl-7-(pyren-1-yl)octa-2,4,6-trienoic acid |
title_short | (2E,4E,6E)-3-Methyl-7-(pyren-1-yl)octa-2,4,6-trienoic acid |
title_sort | (2e,4e,6e)-3-methyl-7-(pyren-1-yl)octa-2,4,6-trienoic acid |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2970380/ https://www.ncbi.nlm.nih.gov/pubmed/21578017 http://dx.doi.org/10.1107/S1600536809038409 |
work_keys_str_mv | AT bariamisstavrose 2e4e6e3methyl7pyren1ylocta246trienoicacid AT magoulasgeorgee 2e4e6e3methyl7pyren1ylocta246trienoicacid AT athanassopoulosconstantinosm 2e4e6e3methyl7pyren1ylocta246trienoicacid AT papaioannoudionissios 2e4e6e3methyl7pyren1ylocta246trienoicacid AT manosmanolisj 2e4e6e3methyl7pyren1ylocta246trienoicacid AT nastopoulosvassilios 2e4e6e3methyl7pyren1ylocta246trienoicacid |