2021
DOI: 10.1039/d1ra02538d
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Competing HB acceptors: an extensive NMR investigations corroborated by single crystal XRD and DFT calculations

Abstract: A series of N-benzoylanthranilamide derivatives have been synthesized with the substitution of competitive HB acceptors and investigated by NMR spectroscopy and single crystal XRD.

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Cited by 4 publications
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“…Heteronuclear nOe (nuclear Overhauser effect) was observed between H8 and fluorine atom, indicating spatial proximity between these nuclei and bringing to the discussion the possibility of a through-space transmission pathway via intramolecular H-bond ( 1h J FH8 ), instead of a solely through bond transmission pathway ( 4 J FH8 ). Recently, studies conducted by Takahashi and coworkers 48,49 and by Suryaprakash and coworkers 50–53 have also employed 1 H– 19 F HOESY experiment to confirm the presence of intramolecular H-bond. What is intriguing about these compounds is the presence of this kind of interaction in a polar solvent such as DMSO- d 6 , once it is expected that the solvent molecules would prefer to interact with the solute, thus breaking the intramolecular H-bond.…”
Section: Resultsmentioning
confidence: 99%
“…Heteronuclear nOe (nuclear Overhauser effect) was observed between H8 and fluorine atom, indicating spatial proximity between these nuclei and bringing to the discussion the possibility of a through-space transmission pathway via intramolecular H-bond ( 1h J FH8 ), instead of a solely through bond transmission pathway ( 4 J FH8 ). Recently, studies conducted by Takahashi and coworkers 48,49 and by Suryaprakash and coworkers 50–53 have also employed 1 H– 19 F HOESY experiment to confirm the presence of intramolecular H-bond. What is intriguing about these compounds is the presence of this kind of interaction in a polar solvent such as DMSO- d 6 , once it is expected that the solvent molecules would prefer to interact with the solute, thus breaking the intramolecular H-bond.…”
Section: Resultsmentioning
confidence: 99%