Structures of three disubstituted [13]-macro­di­lac­tones reveal effects of substitution on macrocycle conformation

The synthesis and crystal structures of three new disubstituted [13]-macro­di­lactones, namely, trans-4,8-dimethyl-1,10-dioxa­cyclo­tridec-5-ene-2,9-dione, C(13)H(20)O(4), I, cis-4-(4-bromo­phen­yl)-13-methyl-1,10-dioxa­cyclo­tridec-5-ene-2,9-dione C(18)H(21)BrO(4), II, and trans-11-methyl-4-phenyl-...

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Autores principales: Rutledge, Kelli M., Griesbach, Caleb, Mercado, Brandon Q., Peczuh, Mark W.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2020
Materias:
Research Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7534246/
https://www.ncbi.nlm.nih.gov/pubmed/33117575
http://dx.doi.org/10.1107/S2056989020012037
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author Rutledge, Kelli M.
Griesbach, Caleb
Mercado, Brandon Q.
Peczuh, Mark W.
author_facet Rutledge, Kelli M.
Griesbach, Caleb
Mercado, Brandon Q.
Peczuh, Mark W.
author_sort Rutledge, Kelli M.
collection PubMed
description The synthesis and crystal structures of three new disubstituted [13]-macro­di­lactones, namely, trans-4,8-dimethyl-1,10-dioxa­cyclo­tridec-5-ene-2,9-dione, C(13)H(20)O(4), I, cis-4-(4-bromo­phen­yl)-13-methyl-1,10-dioxa­cyclo­tridec-5-ene-2,9-dione C(18)H(21)BrO(4), II, and trans-11-methyl-4-phenyl-1,10-dioxa­cyclo­tridec-5-ene-2,9-dione, C(18)H(22)O(4), III, are reported and their conformations are put in the context of other [13]-macrodilactone structures reported previously. Together, they show that the number, location, and relative disposition of groups attached at the termini of planar units of the [13]-macrodilactones subtly influence their aspect ratios.
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spelling pubmed-75342462020-10-27 Structures of three disubstituted [13]-macro­di­lac­tones reveal effects of substitution on macrocycle conformation Rutledge, Kelli M. Griesbach, Caleb Mercado, Brandon Q. Peczuh, Mark W. Acta Crystallogr E Crystallogr Commun Research Communications The synthesis and crystal structures of three new disubstituted [13]-macro­di­lactones, namely, trans-4,8-dimethyl-1,10-dioxa­cyclo­tridec-5-ene-2,9-dione, C(13)H(20)O(4), I, cis-4-(4-bromo­phen­yl)-13-methyl-1,10-dioxa­cyclo­tridec-5-ene-2,9-dione C(18)H(21)BrO(4), II, and trans-11-methyl-4-phenyl-1,10-dioxa­cyclo­tridec-5-ene-2,9-dione, C(18)H(22)O(4), III, are reported and their conformations are put in the context of other [13]-macrodilactone structures reported previously. Together, they show that the number, location, and relative disposition of groups attached at the termini of planar units of the [13]-macrodilactones subtly influence their aspect ratios. International Union of Crystallography 2020-09-08 /pmc/articles/PMC7534246/ /pubmed/33117575 http://dx.doi.org/10.1107/S2056989020012037 Text en © Rutledge et al. 2020 http://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.http://creativecommons.org/licenses/by/4.0/
spellingShingle Research Communications
Rutledge, Kelli M.
Griesbach, Caleb
Mercado, Brandon Q.
Peczuh, Mark W.
Structures of three disubstituted [13]-macro­di­lac­tones reveal effects of substitution on macrocycle conformation
title Structures of three disubstituted [13]-macro­di­lac­tones reveal effects of substitution on macrocycle conformation
title_full Structures of three disubstituted [13]-macro­di­lac­tones reveal effects of substitution on macrocycle conformation
title_fullStr Structures of three disubstituted [13]-macro­di­lac­tones reveal effects of substitution on macrocycle conformation
title_full_unstemmed Structures of three disubstituted [13]-macro­di­lac­tones reveal effects of substitution on macrocycle conformation
title_short Structures of three disubstituted [13]-macro­di­lac­tones reveal effects of substitution on macrocycle conformation
title_sort structures of three disubstituted [13]-macro­di­lac­tones reveal effects of substitution on macrocycle conformation
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7534246/
https://www.ncbi.nlm.nih.gov/pubmed/33117575
http://dx.doi.org/10.1107/S2056989020012037
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