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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Detalles Bibliográficos
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
Descripción
Sumario: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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