Selective Sensing of Anions with Calix[4]pyrroles Strapped with Chromogenic Dipyrrolylquinoxalines

  • Yoo, Jaeduk
  • Kim, Min-Soo
  • Hong, Seong-Jin
  • Sessler, Jonathan L.
  • Lee, Chang-Hee
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초록

New calix[4]pyrroles bearing dipyrrolylquinoxaline as strapping elements have been synthesized and characterized by spectroscopic means. The binding behavior of these receptors at 25 degrees C was investigated first by proton NMR spectroscopy in CD3CN/DMSO-d(6) (9:1 v/v), as well as by UV-vis spectroscopy and isothermal titration calorimetry (ITC) in CH3CN/DMSO (97:3 v/v). The receptors displayed a selective colorimetric response when exposed to the fluoride, dihydrogen phosphate, and acetate anions (studied in the form of the corresponding tetrabutylammonium salts) and an enhanced affinity as compared to a comparable calix[:4]pyrrole system lacking the dipyrrolylquinoxaline-containing strap.

키워드

BINDING PROPERTIESPI INTERACTIONSRECOGNITIONRECEPTORHIGHLIGHTSPYRROLESBENZENESENSORS
제목
Selective Sensing of Anions with Calix[4]pyrroles Strapped with Chromogenic Dipyrrolylquinoxalines
저자
Yoo, JaedukKim, Min-SooHong, Seong-JinSessler, Jonathan L.Lee, Chang-Hee
DOI
10.1021/jo802059c
발행일
2009-02-06
유형
Article
저널명
The Journal of Organic Chemistry
74
3
페이지
1065 ~ 1069