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(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...

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Autores principales: Bariamis, Stavros E., Magoulas, George E., Athanassopoulos, Constantinos M., Papaioannou, Dionissios, Manos, Manolis J., Nastopoulos, Vassilios
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
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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.
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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
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