9-alkenylcarbazoles - II.1H and13C NMR spectra of 9-vinylcarbazoles

V. D. Filimonov, V. A. Anfinogenov, N. E. Matyukov

Результат исследований: Материалы для журналаСтатья

Выдержка

The1H and13C NMR spectra of 9-vinylcarbazole and its 3-chloro, 3,6-dichloro, and 3-nitro derivatives were recorded and studied. It is shown that electron-acceptor substituents reduce the shielding of the β-carbon atom and the trans proton of the vinyl group. A good linear correlation between the chemical shifts of these nuclei and the Hammett σpara - constants with the ρ values (3.78 for13Cβ and 0.28 for1Htrans) is observed. It was established by comparison of the results with the1H and13C NMR spectral parameters for some of the vinyl compounds that the degree of conjugation of the p electrons of nitrogen with the π electrons of the double bond in 9-vinylcarbazoles is lower than in simple vinyl and vinyl phenyl ethers and vinyl acetate.

Язык оригиналаАнглийский
Страницы (с-по)1133-1136
Число страниц4
ЖурналChemistry of Heterocyclic Compounds
Том12
Номер выпуска10
DOI
СостояниеОпубликовано - окт 1976

Отпечаток

Nuclear magnetic resonance
Vinyl Compounds
Electrons
Chemical shift
Shielding
Protons
Nitrogen
Carbon
Derivatives
Atoms
vinyl acetate
phenyl vinyl ether

ASJC Scopus subject areas

  • Organic Chemistry

Цитировать

9-alkenylcarbazoles - II.1H and13C NMR spectra of 9-vinylcarbazoles. / Filimonov, V. D.; Anfinogenov, V. A.; Matyukov, N. E.

В: Chemistry of Heterocyclic Compounds, Том 12, № 10, 10.1976, стр. 1133-1136.

Результат исследований: Материалы для журналаСтатья

Filimonov, V. D. ; Anfinogenov, V. A. ; Matyukov, N. E. / 9-alkenylcarbazoles - II.1H and13C NMR spectra of 9-vinylcarbazoles. В: Chemistry of Heterocyclic Compounds. 1976 ; Том 12, № 10. стр. 1133-1136.
@article{b2f8d79a9f6041f896eab8f08708470f,
title = "9-alkenylcarbazoles - II.1H and13C NMR spectra of 9-vinylcarbazoles",
abstract = "The1H and13C NMR spectra of 9-vinylcarbazole and its 3-chloro, 3,6-dichloro, and 3-nitro derivatives were recorded and studied. It is shown that electron-acceptor substituents reduce the shielding of the β-carbon atom and the trans proton of the vinyl group. A good linear correlation between the chemical shifts of these nuclei and the Hammett σpara - constants with the ρ values (3.78 for13Cβ and 0.28 for1Htrans) is observed. It was established by comparison of the results with the1H and13C NMR spectral parameters for some of the vinyl compounds that the degree of conjugation of the p electrons of nitrogen with the π electrons of the double bond in 9-vinylcarbazoles is lower than in simple vinyl and vinyl phenyl ethers and vinyl acetate.",
author = "Filimonov, {V. D.} and Anfinogenov, {V. A.} and Matyukov, {N. E.}",
year = "1976",
month = "10",
doi = "10.1007/BF00945599",
language = "English",
volume = "12",
pages = "1133--1136",
journal = "Chemistry of Heterocyclic Compounds",
issn = "0009-3122",
publisher = "Springer New York",
number = "10",

}

TY - JOUR

T1 - 9-alkenylcarbazoles - II.1H and13C NMR spectra of 9-vinylcarbazoles

AU - Filimonov, V. D.

AU - Anfinogenov, V. A.

AU - Matyukov, N. E.

PY - 1976/10

Y1 - 1976/10

N2 - The1H and13C NMR spectra of 9-vinylcarbazole and its 3-chloro, 3,6-dichloro, and 3-nitro derivatives were recorded and studied. It is shown that electron-acceptor substituents reduce the shielding of the β-carbon atom and the trans proton of the vinyl group. A good linear correlation between the chemical shifts of these nuclei and the Hammett σpara - constants with the ρ values (3.78 for13Cβ and 0.28 for1Htrans) is observed. It was established by comparison of the results with the1H and13C NMR spectral parameters for some of the vinyl compounds that the degree of conjugation of the p electrons of nitrogen with the π electrons of the double bond in 9-vinylcarbazoles is lower than in simple vinyl and vinyl phenyl ethers and vinyl acetate.

AB - The1H and13C NMR spectra of 9-vinylcarbazole and its 3-chloro, 3,6-dichloro, and 3-nitro derivatives were recorded and studied. It is shown that electron-acceptor substituents reduce the shielding of the β-carbon atom and the trans proton of the vinyl group. A good linear correlation between the chemical shifts of these nuclei and the Hammett σpara - constants with the ρ values (3.78 for13Cβ and 0.28 for1Htrans) is observed. It was established by comparison of the results with the1H and13C NMR spectral parameters for some of the vinyl compounds that the degree of conjugation of the p electrons of nitrogen with the π electrons of the double bond in 9-vinylcarbazoles is lower than in simple vinyl and vinyl phenyl ethers and vinyl acetate.

UR - http://www.scopus.com/inward/record.url?scp=34250292413&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=34250292413&partnerID=8YFLogxK

U2 - 10.1007/BF00945599

DO - 10.1007/BF00945599

M3 - Article

AN - SCOPUS:34250292413

VL - 12

SP - 1133

EP - 1136

JO - Chemistry of Heterocyclic Compounds

JF - Chemistry of Heterocyclic Compounds

SN - 0009-3122

IS - 10

ER -