Pyrroles from ketoximes and acetylene. 11. Conformation of 1-vinylpyrroles from1H NMR data

M. V. Sigalov; G. A. Kalabin; A. I. Mikhaleva; B. A. Trofimov

doi:10.1007/BF02401718

Pyrroles from ketoximes and acetylene. 11. Conformation of 1-vinylpyrroles from¹H NMR data

M. V. Sigalov
, G. A. Kalabin
, A. I. Mikhaleva
, B. A. Trofimov

Research output: Contribution to journal › Article › peer-review

2 Scopus citations

Abstract

A number of 1-vinylpyrroles were studied by PMR spectroscopy. Bulky substituents in the α position of the pyrrole ring give rise to deshielding of h_b and a decrease in²J(H_A,H_B) and⁶J(H₃,H_B). The results were interpreted as a decrease in the p, π conjugation in the N-vinyl group due to distortion of the coplanarity. The dihedral angle (ϕ) between the planes of the pyrrole ring and the double bond was estimated (with an accuracy of ±5 °).

Original language	English
Pages (from-to)	241-243
Number of pages	3
Journal	Chemistry of Heterocyclic Compounds
Volume	16
Issue number	3
DOIs	https://doi.org/10.1007/BF02401718
State	Published - 1 Jan 1980
Externally published	Yes

ASJC Scopus subject areas

Organic Chemistry

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10.1007/BF02401718

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title = "Pyrroles from ketoximes and acetylene. 11. Conformation of 1-vinylpyrroles from1H NMR data",

abstract = "A number of 1-vinylpyrroles were studied by PMR spectroscopy. Bulky substituents in the α position of the pyrrole ring give rise to deshielding of hb and a decrease in2J(HA,HB) and6J(H3,HB). The results were interpreted as a decrease in the p, π conjugation in the N-vinyl group due to distortion of the coplanarity. The dihedral angle (ϕ) between the planes of the pyrrole ring and the double bond was estimated (with an accuracy of ±5 °).",

author = "Sigalov, \{M. V.\} and Kalabin, \{G. A.\} and Mikhaleva, \{A. I.\} and Trofimov, \{B. A.\}",

year = "1980",

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doi = "10.1007/BF02401718",

language = "English",

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T1 - Pyrroles from ketoximes and acetylene. 11. Conformation of 1-vinylpyrroles from1H NMR data

AU - Sigalov, M. V.

AU - Kalabin, G. A.

AU - Mikhaleva, A. I.

AU - Trofimov, B. A.

PY - 1980/1/1

Y1 - 1980/1/1

N2 - A number of 1-vinylpyrroles were studied by PMR spectroscopy. Bulky substituents in the α position of the pyrrole ring give rise to deshielding of hb and a decrease in2J(HA,HB) and6J(H3,HB). The results were interpreted as a decrease in the p, π conjugation in the N-vinyl group due to distortion of the coplanarity. The dihedral angle (ϕ) between the planes of the pyrrole ring and the double bond was estimated (with an accuracy of ±5 °).

AB - A number of 1-vinylpyrroles were studied by PMR spectroscopy. Bulky substituents in the α position of the pyrrole ring give rise to deshielding of hb and a decrease in2J(HA,HB) and6J(H3,HB). The results were interpreted as a decrease in the p, π conjugation in the N-vinyl group due to distortion of the coplanarity. The dihedral angle (ϕ) between the planes of the pyrrole ring and the double bond was estimated (with an accuracy of ±5 °).

UR - https://www.scopus.com/pages/publications/34250249485

U2 - 10.1007/BF02401718

DO - 10.1007/BF02401718

M3 - Article

AN - SCOPUS:34250249485

SN - 0009-3122

VL - 16

SP - 241

EP - 243

JO - Chemistry of Heterocyclic Compounds

JF - Chemistry of Heterocyclic Compounds

IS - 3

ER -

Pyrroles from ketoximes and acetylene. 11. Conformation of 1-vinylpyrroles from¹H NMR data

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