NMR Studies of Anion-Induced Changes in Diindolylureas and Diindolylthioureas
Author Information
Author(s): Makuc Damjan, Hiscock Jennifer R, Light Mark E, Gale Philip A, Plavec Janez
Primary Institution: Slovenian NMR Centre, National Institute of Chemistry
Hypothesis
The conformational properties of diindolylureas and diindolylthioureas change upon binding with anions.
Conclusion
The study found that anion binding causes significant conformational changes in diindolylureas and diindolylthioureas, with the syn–syn conformer being preferred in anion-receptor complexes.
Supporting Evidence
- The anti–anti conformer was predominant in the absence of anions.
- Strong deshielding of ureido protons was observed upon the addition of acetate, benzoate, bicarbonate, and dihydrogen phosphate.
- Binding of oxo-anions caused conformational changes along the C7–N7α bonds.
Takeaway
This study looks at how certain chemical compounds change shape when they interact with different anions, which are negatively charged particles.
Methodology
The conformational properties were studied using heteronuclear NMR spectroscopy and quantum mechanics calculations.
Limitations
The study faced challenges in analyzing conformational changes for some compounds due to broad and overlapped NMR signals.
Digital Object Identifier (DOI)
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