A Binol-Strapped Calix[4]pyrrole as a Model Chirogenic Receptor for the Enantioselective Recognition of Carboxylate Anions

Binding straps: Chiral calix[4]pyrroles 1 bearing an (R)‐ or (S)‐binol‐derived strap on one side of the tetrapyrrolic core (see picture) were synthesized and characterized. The resulting systems bind selected chiral carboxylate anions (shown in red) with high affinity in acetonitrile while at the sa...

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Veröffentlicht in:	Angewandte Chemie International Edition 2007-01, Vol.46 (14), p.2508-2511
Hauptverfasser:	Miyaji, Hidekazu, Hong, Seong-Jin, Jeong, Seung-Doo, Yoon, Dae-Wi, Na, Hee-Kyung, Hong, Jooyeon, Ham, Sihyun, Sessler, Jonathan L., Lee, Chang-Hee
Format:	Artikel
Sprache:	eng
Schlagworte:	anions Anions - chemistry Calixarenes - chemical synthesis Calixarenes - chemistry Carboxylic Acids - chemistry chirality enantiomeric discrimination Models, Chemical Naphthols - chemistry Porphyrins - chemical synthesis Porphyrins - chemistry receptors Stereoisomerism supramolecular chemistry
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Beschreibung
Zusammenfassung:	Binding straps: Chiral calix[4]pyrroles 1 bearing an (R)‐ or (S)‐binol‐derived strap on one side of the tetrapyrrolic core (see picture) were synthesized and characterized. The resulting systems bind selected chiral carboxylate anions (shown in red) with high affinity in acetonitrile while at the same time exhibiting enantiomeric discrimination. PB=2‐phenylbutyrate.
ISSN:	1433-7851 1521-3773
DOI:	10.1002/anie.200604161