Deuterium exchange of pyrrolic NH protons accelerated by fluoride and bicarbonate in CDCl<sub>3</sub>, CD<sub>3</sub>CN, and DMSO-<i>d</i><sub>6</sub>
  • Heo, Nam Jung
  • Oh, Ju Hyun
  • Sessler, Jonathan L.
  • Kim, Sung Kuk
Citations

WEB OF SCIENCE

3
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SCOPUS

2

초록

The anion binding features of pyrrole- and benzene-strapped calix[4]pyrroles 1 and 2, in particular, for F- and HCO3- have been examined by means of NMR spectroscopy in DMSO-d6, CDCl3, and CD3CN, respectively. Receptors 1 and 2 were found to bind F- and HCO3- tightly via slow binding/release equilibria in these solvents. A combination of 1H and 19F NMR spectroscopic analyses with mass spectrometry revealed that contacting calix[4]pyrroles 1 and 2 with F- and HCO3- salts prompts deuterium exchange of the NH protons in the three nominally aprotic deuterated solvents considered in this study.

키워드

RECEPTOR CHEMISTRY HIGHLIGHTSANION-BINDINGRECOGNITIONCAPTURECHEMOSENSORS
제목
Deuterium exchange of pyrrolic NH protons accelerated by fluoride and bicarbonate in CDCl<sub>3</sub>, CD<sub>3</sub>CN, and DMSO-<i>d</i><sub>6</sub>
저자
Heo, Nam JungOh, Ju HyunSessler, Jonathan L.Kim, Sung Kuk
DOI
10.1039/d4qo01855a
발행일
2025-01
유형
Article
저널명
Organic Chemistry Frontiers
12
2
페이지
599 ~ 606