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Carbamate triserine lactone receptors for anion recognition

✍ Scribed by Yizhe Wang; Edward Duran; David Nacionales; Amber Valencia; Christopher Wostenberg; Eric R. Marinez

Publisher: Elsevier Science
Year: 2008
Tongue: French
Weight: 179 KB
Volume: 49
Category: Article
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2008.08.081

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✦ Synopsis

We have taken advantage of the ability of the cyclic triester of L-serine to organize ligand units appended to the three a-amine functionalities, as in enterobactin, a siderophore produced by enteric bacteria that binds ferric ion exceptionally well (K f = 10 49 ). As an extension of the preorganization concept, this work describes the preparation and characterization of carbamate triserine lactone receptors 1-6 and their ability to act as molecular receptors for anions. These receptors bind halides (F À ) Cl À > Br À > I À ) with binding constants K in the range 21-7350 L mol À1 .

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