Issue 1, 2002
From the journal:

Journal of the Chemical Society, Perkin Transactions 2

15N NMR spectra, tautomerism and diastereomerism of 4,5-dihydro-1H-1,2,3-triazoles

Klaus Banert,*a   Jens Lehmann,a   Helmut Quast,b   Georg Meichsner,b   Dieter Regnatb  and  Bernhard Seiferlingb  

* Corresponding authors

a Institut für Chemie der Technischen Universität Chemnitz, Strasse der Nationen 62, D-09111 Chemnitz, Germany
E-mail: klaus.banert@chemie.tu-chemnitz.de
Fax: +49 371 531 1839
Tel: +49 371 531 1463

b Institut für Organische Chemie der Universität Würzburg, Am Hubland, D-97074 Würzburg, Germany

Abstract

Despite the great number of 4,5-dihydro-1H-1,2,3-triazoles synthesized, 15N NMR data of these heterocycles are extremely rare. The aim of this paper is to present such data and examples of their application. The compounds investigated have been synthesized according to the given references or procedures. Their 15N NMR spectra were measured at natural abundance. For some compounds, the chemical shift assignments were confirmed with the help of 15N labelled material. The influences on 15N chemical shifts of substitution pattern, solvent and concentration were investigated. Additionally, some lanthanide induced shift (LIS) investigations were performed. 13C labelled compounds were employed as tools to provide the assignment of tautomeric structures.

Graphical abstract: 15N NMR spectra, tautomerism and diastereomerism of 4,5-dihydro-1H-1,2,3-triazoles

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Article information

DOI
https://doi.org/10.1039/B107326E
Article type
Paper
Submitted
13 Aug 2001
Accepted
26 Oct 2001
First published
03 Dec 2001

J. Chem. Soc., Perkin Trans. 2, 2002, 126-134

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15N NMR spectra, tautomerism and diastereomerism of 4,5-dihydro-1H-1,2,3-triazoles

K. Banert, J. Lehmann, H. Quast, G. Meichsner, D. Regnat and B. Seiferling, J. Chem. Soc., Perkin Trans. 2, 2002, 126 DOI: 10.1039/B107326E

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