Standard

Difference between 1H NMR signals of primary amide protons as a simple spectral index of the amide intramolecular hydrogen bond strengths. / Gorobets, N.Yu.; Yermolayev, S.A.; Gurley, T.; Gurinov, A.A.; Tolstoy, P.M.; Shenderovich, I.G.; Leadbeater, N.E.

в: Journal of Physical Organic Chemistry, Том 25, № 4, 2012, стр. 287-295.

Результаты исследований: Научные публикации в периодических изданиях › статья

Harvard

Gorobets, NY, Yermolayev, SA, Gurley, T, Gurinov, AA, Tolstoy, PM, Shenderovich, IG & Leadbeater, NE 2012, 'Difference between 1H NMR signals of primary amide protons as a simple spectral index of the amide intramolecular hydrogen bond strengths', Journal of Physical Organic Chemistry, Том. 25, № 4, стр. 287-295. https://doi.org/10.1002/poc.1910

APA

Gorobets, N. Y., Yermolayev, S. A., Gurley, T., Gurinov, A. A., Tolstoy, P. M., Shenderovich, I. G., & Leadbeater, N. E. (2012). Difference between 1H NMR signals of primary amide protons as a simple spectral index of the amide intramolecular hydrogen bond strengths. Journal of Physical Organic Chemistry, 25(4), 287-295. https://doi.org/10.1002/poc.1910

Vancouver

Gorobets NY, Yermolayev SA, Gurley T, Gurinov AA, Tolstoy PM, Shenderovich IG и пр. Difference between 1H NMR signals of primary amide protons as a simple spectral index of the amide intramolecular hydrogen bond strengths. Journal of Physical Organic Chemistry. 2012;25(4):287-295. https://doi.org/10.1002/poc.1910

Author

Gorobets, N.Yu. ; Yermolayev, S.A. ; Gurley, T. ; Gurinov, A.A. ; Tolstoy, P.M. ; Shenderovich, I.G. ; Leadbeater, N.E. / Difference between 1H NMR signals of primary amide protons as a simple spectral index of the amide intramolecular hydrogen bond strengths. в: Journal of Physical Organic Chemistry. 2012 ; Том 25, № 4. стр. 287-295.

BibTeX

@article{d12b9ffdc19e4ad787c3059d4166d538,
title = "Difference between 1H NMR signals of primary amide protons as a simple spectral index of the amide intramolecular hydrogen bond strengths",
abstract = "The effect of the intramolecular H-bonding of the primary amide group on the spectral properties and reactivity of this group towards electrophiles has been studied in systematic rows of 1,2,5,6,7,8-hexahydro-7,7-dimethyl-2,5-dioxo-1-R-quinoline-3-carboxamides and 2-aryliminocoumarin-3-carboxamides using 1H and 15N NMR spectroscopy and the kinetics of model reactions. The upfield signal of the amide proton that is not intramolecularly H-bonded (Ha) depends on external factors such as solvent nature and concentration. At the same time, the downfield chemical shift of the Hb proton (bonded by the intramolecular hydrogen bond) depends mostly on the strength of the intramolecular H-bond, which is affected by such internal factor as electron nature of substituent R. The substituent's influence on the Hb proton's chemical shift is more effective in deuterochloroform medium than in DMSO-d6 where the intramolecular hydrogen bond is less stable. The value Δδ(H) = δ(Hb) − δ(Ha) is suggested as a simple comparative spec",
keywords = "amide group reactivity concentration influence 1H NMR and 15N NMR chemical shift intramolecular and intermolecular hydrogen bond solvent influence substituent influence",
author = "N.Yu. Gorobets and S.A. Yermolayev and T. Gurley and A.A. Gurinov and P.M. Tolstoy and I.G. Shenderovich and N.E. Leadbeater",
year = "2012",
doi = "10.1002/poc.1910",
language = "не определен",
volume = "25",
pages = "287--295",
journal = "Journal of Physical Organic Chemistry",
issn = "0894-3230",
publisher = "Wiley-Blackwell",
number = "4",

}

RIS

TY - JOUR

T1 - Difference between 1H NMR signals of primary amide protons as a simple spectral index of the amide intramolecular hydrogen bond strengths

AU - Gorobets, N.Yu.

AU - Yermolayev, S.A.

AU - Gurley, T.

AU - Gurinov, A.A.

AU - Tolstoy, P.M.

AU - Shenderovich, I.G.

AU - Leadbeater, N.E.

PY - 2012

Y1 - 2012

N2 - The effect of the intramolecular H-bonding of the primary amide group on the spectral properties and reactivity of this group towards electrophiles has been studied in systematic rows of 1,2,5,6,7,8-hexahydro-7,7-dimethyl-2,5-dioxo-1-R-quinoline-3-carboxamides and 2-aryliminocoumarin-3-carboxamides using 1H and 15N NMR spectroscopy and the kinetics of model reactions. The upfield signal of the amide proton that is not intramolecularly H-bonded (Ha) depends on external factors such as solvent nature and concentration. At the same time, the downfield chemical shift of the Hb proton (bonded by the intramolecular hydrogen bond) depends mostly on the strength of the intramolecular H-bond, which is affected by such internal factor as electron nature of substituent R. The substituent's influence on the Hb proton's chemical shift is more effective in deuterochloroform medium than in DMSO-d6 where the intramolecular hydrogen bond is less stable. The value Δδ(H) = δ(Hb) − δ(Ha) is suggested as a simple comparative spec

AB - The effect of the intramolecular H-bonding of the primary amide group on the spectral properties and reactivity of this group towards electrophiles has been studied in systematic rows of 1,2,5,6,7,8-hexahydro-7,7-dimethyl-2,5-dioxo-1-R-quinoline-3-carboxamides and 2-aryliminocoumarin-3-carboxamides using 1H and 15N NMR spectroscopy and the kinetics of model reactions. The upfield signal of the amide proton that is not intramolecularly H-bonded (Ha) depends on external factors such as solvent nature and concentration. At the same time, the downfield chemical shift of the Hb proton (bonded by the intramolecular hydrogen bond) depends mostly on the strength of the intramolecular H-bond, which is affected by such internal factor as electron nature of substituent R. The substituent's influence on the Hb proton's chemical shift is more effective in deuterochloroform medium than in DMSO-d6 where the intramolecular hydrogen bond is less stable. The value Δδ(H) = δ(Hb) − δ(Ha) is suggested as a simple comparative spec

KW - amide group reactivity concentration influence 1H NMR and 15N NMR chemical shift intramolecular and intermolecular hydrogen bond solvent influence substituent influence

U2 - 10.1002/poc.1910

DO - 10.1002/poc.1910

M3 - статья

VL - 25

SP - 287

EP - 295

JO - Journal of Physical Organic Chemistry

JF - Journal of Physical Organic Chemistry

SN - 0894-3230

IS - 4

ER -

ID: 5351049