Title of article
Structures of three disubstituted [13]-macrodilactones reveal effects of substitution on macrocycle conformation
Author/Authors
Rutledge, Kelli M. Department of Chemistry - University of Connecticut, USA , Griesbach, Caleb Department of Chemistry - University of Connecticut, USA , Peczuh, Mark W. Department of Chemistry - University of Connecticut, USA , Mercado, Brandon Q. Department of Chemistry - Yale University, USA
Pages
20
From page
1
To page
20
Abstract
The synthesis and crystal structures of three new disubstituted [13]-macrodilactones, namely, trans-4,8-dimethyl-1,10-dioxacyclotridec-5-ene-2,9-dione, C13H20O4, I, cis-4-(4-bromophenyl)-13-methyl-1,10-dioxacyclotridec-5-ene-2,9-dione C18H21BrO4, II, and trans-11-methyl-4-phenyl-1,10-dioxacyclotridec-5-ene-2,9-dione, C18H22O4, 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.
Keywords
macrocycle , conformation , planar chirality , crystal structure
Journal title
Acta Crystallographica Section E: Crystallographic Communications
Serial Year
2020
Record number
2622840
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