NMR spectroscopic elucidation of the structure and stereochemistry of tricyclic 3-styrylpyrazolines

Gábor Tóth; András Simon; Attila Jenei; József Jeko; Albert Lévai

doi:10.1002/mrc.2309

NMR spectroscopic elucidation of the structure and stereochemistry of tricyclic 3-styrylpyrazolines

Gábor Tóth, András Simon, Attila Jenei, József Jeko, Albert Lévai

Research output: Article

2 Citations (Scopus)

Abstract

Diastereomeric mixtures of tricyclic 3-styrylpyrazolines have been prepared by the reaction of 3-cynnamylidenechroman-4-ones and their 1-thio analogs with hydrazine in hot acetic acid or propionic acid solutions. The diastereomeric mixtures were separated by column chromatography to obtain the pure diastereomers. The elucidation of their structure and stereochemistry and complete ¹H and ¹³C assignments have been performed by a combination of various one- and two-dimensional NMR experiments.

Original language	English
Pages (from-to)	1025-1029
Number of pages	5
Journal	Magnetic Resonance in Chemistry
Volume	46
Issue number	11
DOIs	https://doi.org/10.1002/mrc.2309
Publication status	Published - nov. 1 2008

Fingerprint

ASJC Scopus subject areas

Chemistry(all)
Materials Science(all)

Cite this

Tóth, G., Simon, A., Jenei, A., Jeko, J., & Lévai, A. (2008). NMR spectroscopic elucidation of the structure and stereochemistry of tricyclic 3-styrylpyrazolines. Magnetic Resonance in Chemistry, 46(11), 1025-1029. https://doi.org/10.1002/mrc.2309

@article{afc5bc763a294771b83f5eb6671cd0ae,

title = "NMR spectroscopic elucidation of the structure and stereochemistry of tricyclic 3-styrylpyrazolines",

abstract = "Diastereomeric mixtures of tricyclic 3-styrylpyrazolines have been prepared by the reaction of 3-cynnamylidenechroman-4-ones and their 1-thio analogs with hydrazine in hot acetic acid or propionic acid solutions. The diastereomeric mixtures were separated by column chromatography to obtain the pure diastereomers. The elucidation of their structure and stereochemistry and complete 1H and 13C assignments have been performed by a combination of various one- and two-dimensional NMR experiments.",

keywords = "3-Cinnamylidene-1-thiochroman-4-ones, 3-Cinnamylidenechroman-4-ones, C NMR, C,H coupling constants, H NMR, Stereochemistry, Tricyclic 3-styrylpyrazolines",

author = "G{\'a}bor T{\'o}th and Andr{\'a}s Simon and Attila Jenei and J{\'o}zsef Jeko and Albert L{\'e}vai",

year = "2008",

month = nov

day = "1",

doi = "10.1002/mrc.2309",

language = "English",

volume = "46",

pages = "1025--1029",

journal = "Magnetic Resonance in Chemistry",

issn = "0749-1581",

publisher = "John Wiley and Sons Ltd",

number = "11",

}

TY - JOUR

T1 - NMR spectroscopic elucidation of the structure and stereochemistry of tricyclic 3-styrylpyrazolines

AU - Tóth, Gábor

AU - Simon, András

AU - Jenei, Attila

AU - Jeko, József

AU - Lévai, Albert

PY - 2008/11/1

Y1 - 2008/11/1

N2 - Diastereomeric mixtures of tricyclic 3-styrylpyrazolines have been prepared by the reaction of 3-cynnamylidenechroman-4-ones and their 1-thio analogs with hydrazine in hot acetic acid or propionic acid solutions. The diastereomeric mixtures were separated by column chromatography to obtain the pure diastereomers. The elucidation of their structure and stereochemistry and complete 1H and 13C assignments have been performed by a combination of various one- and two-dimensional NMR experiments.

AB - Diastereomeric mixtures of tricyclic 3-styrylpyrazolines have been prepared by the reaction of 3-cynnamylidenechroman-4-ones and their 1-thio analogs with hydrazine in hot acetic acid or propionic acid solutions. The diastereomeric mixtures were separated by column chromatography to obtain the pure diastereomers. The elucidation of their structure and stereochemistry and complete 1H and 13C assignments have been performed by a combination of various one- and two-dimensional NMR experiments.

KW - 3-Cinnamylidene-1-thiochroman-4-ones

KW - 3-Cinnamylidenechroman-4-ones

KW - C NMR

KW - C,H coupling constants

KW - H NMR

KW - Stereochemistry

KW - Tricyclic 3-styrylpyrazolines

UR - http://www.scopus.com/inward/record.url?scp=55449094366&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=55449094366&partnerID=8YFLogxK

U2 - 10.1002/mrc.2309

DO - 10.1002/mrc.2309

M3 - Article

C2 - 18803345

AN - SCOPUS:55449094366

VL - 46

SP - 1025

EP - 1029

JO - Magnetic Resonance in Chemistry

JF - Magnetic Resonance in Chemistry

SN - 0749-1581

IS - 11

ER -

Access to Document

10.1002/mrc.2309