Unexpected cyclization of dipyridyl-glycoluril in the presence of formaldehyde and strong acid: A new scaffold with a potential as an anion receptor

Date

2006-08-01

Author

Saki, Neslihan
Icli, Burcak
Cevheroglu, Orkun
Akkaya, Engin U.

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In an attempted synthesis of peripherally pyridine-substituted cucurbituril, an unexpected cyclized product was obtained. A careful NMR analysis followed by mass spectrometry and preliminary crystallographic analyses, helped us in resolving the structure. The structure has two quaternized pyridine functionalities and a groove suitable as a potential receptor site. In addition, just like the parent glycoluril structure, two remaining urea-derived nitrogens can be alkylated by alkyl halides. Thus, we believe this high yielding reaction may become an entry point to a new class of anion receptors.

Subject Keywords

Food Science, General Chemistry, Condensed Matter Physics

URI

https://hdl.handle.net/11511/67506

Journal

JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY

DOI

https://doi.org/10.1007/s10847-005-9027-4

Collections

Department of Chemistry, Article

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Citation Formats

N. Saki, B. Icli, O. Cevheroglu, and E. U. Akkaya, “Unexpected cyclization of dipyridyl-glycoluril in the presence of formaldehyde and strong acid: A new scaffold with a potential as an anion receptor,” JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY, pp. 219–222, 2006, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/67506.