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A bis-calixarene from olefin metathesis
A ring-closing olefin metathesis reaction of tetrakis(allyloxy)calix[4]arene gave the bis calixarene, (15E,40E,60E)-65,74-bis(prop-2-en-1-yloxy)-13,18,38,43,58,63-hexaoxadodecacyclo[28.26.8.7(20,36).1(11,45).1(51,55).0(5,57).0(7,12).0(19,24).0(26,64).0(32,37).0(44,49).1(68,72)]tetrahepta...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3379406/ https://www.ncbi.nlm.nih.gov/pubmed/22719604 http://dx.doi.org/10.1107/S1600536812022325 |
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author | Hailu, Shimelis T. Butcher, Ray J. Hudrlik, Paul F. Hudrlik, Anne M. |
author_facet | Hailu, Shimelis T. Butcher, Ray J. Hudrlik, Paul F. Hudrlik, Anne M. |
author_sort | Hailu, Shimelis T. |
collection | PubMed |
description | A ring-closing olefin metathesis reaction of tetrakis(allyloxy)calix[4]arene gave the bis calixarene, (15E,40E,60E)-65,74-bis(prop-2-en-1-yloxy)-13,18,38,43,58,63-hexaoxadodecacyclo[28.26.8.7(20,36).1(11,45).1(51,55).0(5,57).0(7,12).0(19,24).0(26,64).0(32,37).0(44,49).1(68,72)]tetraheptaconta-1,3,5(57),7,9,11,15,19(24),20,22,26,28,30(64),32,34,36,40,44(49),45,47,51,53,55(65),60,68,70,72(74)-heptacosaene, C(74)H(68)O(8). It is a cage formed from two calix[4]arene units joined by butenyl groups at three of the O atoms on the narrow rim. The fourth O atom on each calixarene unit is joined with an allyl group. Each of the calix[4]arene units has a flattened cone conformation in which the allyloxy-substituted aryl group and the opposite aryl group are close together and almost parallel [dihedral angle between planes = 1.09 (11)°], and the other two aryl groups are splayed outward [dihedral angle between planes = 79.53 (11)°]. No guest molecule (e.g. solvent) was observed within the cage. The alkene C atoms of one of the links between the calixarene moieties are disordered over two orientations with occupancies of 0.533 (9) and 0.467 (9). |
format | Online Article Text |
id | pubmed-3379406 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-33794062012-06-20 A bis-calixarene from olefin metathesis Hailu, Shimelis T. Butcher, Ray J. Hudrlik, Paul F. Hudrlik, Anne M. Acta Crystallogr Sect E Struct Rep Online Organic Papers A ring-closing olefin metathesis reaction of tetrakis(allyloxy)calix[4]arene gave the bis calixarene, (15E,40E,60E)-65,74-bis(prop-2-en-1-yloxy)-13,18,38,43,58,63-hexaoxadodecacyclo[28.26.8.7(20,36).1(11,45).1(51,55).0(5,57).0(7,12).0(19,24).0(26,64).0(32,37).0(44,49).1(68,72)]tetraheptaconta-1,3,5(57),7,9,11,15,19(24),20,22,26,28,30(64),32,34,36,40,44(49),45,47,51,53,55(65),60,68,70,72(74)-heptacosaene, C(74)H(68)O(8). It is a cage formed from two calix[4]arene units joined by butenyl groups at three of the O atoms on the narrow rim. The fourth O atom on each calixarene unit is joined with an allyl group. Each of the calix[4]arene units has a flattened cone conformation in which the allyloxy-substituted aryl group and the opposite aryl group are close together and almost parallel [dihedral angle between planes = 1.09 (11)°], and the other two aryl groups are splayed outward [dihedral angle between planes = 79.53 (11)°]. No guest molecule (e.g. solvent) was observed within the cage. The alkene C atoms of one of the links between the calixarene moieties are disordered over two orientations with occupancies of 0.533 (9) and 0.467 (9). International Union of Crystallography 2012-05-23 /pmc/articles/PMC3379406/ /pubmed/22719604 http://dx.doi.org/10.1107/S1600536812022325 Text en © Hailu 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 Hailu, Shimelis T. Butcher, Ray J. Hudrlik, Paul F. Hudrlik, Anne M. A bis-calixarene from olefin metathesis |
title | A bis-calixarene from olefin metathesis |
title_full | A bis-calixarene from olefin metathesis |
title_fullStr | A bis-calixarene from olefin metathesis |
title_full_unstemmed | A bis-calixarene from olefin metathesis |
title_short | A bis-calixarene from olefin metathesis |
title_sort | bis-calixarene from olefin metathesis |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3379406/ https://www.ncbi.nlm.nih.gov/pubmed/22719604 http://dx.doi.org/10.1107/S1600536812022325 |
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