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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...

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Autores principales: Hailu, Shimelis T., Butcher, Ray J., Hudrlik, Paul F., Hudrlik, Anne M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
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).
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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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