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Competing HB acceptors: an extensive NMR investigations corroborated by single crystal XRD and DFT calculations
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. The interesting rivalry for HB acceptance between [double bond splayed left]C[double bond, length as m-dash]O and X (F...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8698242/ https://www.ncbi.nlm.nih.gov/pubmed/35424030 http://dx.doi.org/10.1039/d1ra02538d |
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author | Tiwari, Surbhi Arya, Neeru Mishra, Sandeep Kumar Suryaprakash, N. |
author_facet | Tiwari, Surbhi Arya, Neeru Mishra, Sandeep Kumar Suryaprakash, N. |
author_sort | Tiwari, Surbhi |
collection | PubMed |
description | 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. The interesting rivalry for HB acceptance between [double bond splayed left]C[double bond, length as m-dash]O and X (F or OMe) is observed in the investigated molecules which leads to an unusual increase in the electron density at the site of one of the NH protons, reflecting in the high field resonance in the (1)H NMR spectrum. The NMR experimental findings and single crystal XRD are further reinforced by the DFT studies. |
format | Online Article Text |
id | pubmed-8698242 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-86982422022-04-13 Competing HB acceptors: an extensive NMR investigations corroborated by single crystal XRD and DFT calculations Tiwari, Surbhi Arya, Neeru Mishra, Sandeep Kumar Suryaprakash, N. RSC Adv Chemistry 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. The interesting rivalry for HB acceptance between [double bond splayed left]C[double bond, length as m-dash]O and X (F or OMe) is observed in the investigated molecules which leads to an unusual increase in the electron density at the site of one of the NH protons, reflecting in the high field resonance in the (1)H NMR spectrum. The NMR experimental findings and single crystal XRD are further reinforced by the DFT studies. The Royal Society of Chemistry 2021-04-22 /pmc/articles/PMC8698242/ /pubmed/35424030 http://dx.doi.org/10.1039/d1ra02538d Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/ |
spellingShingle | Chemistry Tiwari, Surbhi Arya, Neeru Mishra, Sandeep Kumar Suryaprakash, N. Competing HB acceptors: an extensive NMR investigations corroborated by single crystal XRD and DFT calculations |
title | Competing HB acceptors: an extensive NMR investigations corroborated by single crystal XRD and DFT calculations |
title_full | Competing HB acceptors: an extensive NMR investigations corroborated by single crystal XRD and DFT calculations |
title_fullStr | Competing HB acceptors: an extensive NMR investigations corroborated by single crystal XRD and DFT calculations |
title_full_unstemmed | Competing HB acceptors: an extensive NMR investigations corroborated by single crystal XRD and DFT calculations |
title_short | Competing HB acceptors: an extensive NMR investigations corroborated by single crystal XRD and DFT calculations |
title_sort | competing hb acceptors: an extensive nmr investigations corroborated by single crystal xrd and dft calculations |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8698242/ https://www.ncbi.nlm.nih.gov/pubmed/35424030 http://dx.doi.org/10.1039/d1ra02538d |
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