Please use this identifier to cite or link to this item: https://hdl.handle.net/2440/17810
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Type: Journal article
Title: The gas phase cyclization of deprotonated N-aryl-2-cyano-2-diazoacetamides
Author: Lobodin, V.
Morzherin, Y.
Blumenthal, T.
Bilusich, D.
Ovcharenko, V.
Bowie, J.
Lebedev, A.
Citation: ARKIVOC, 2005; 4(4):189-198
Publisher: Arkat USA, Inc.
Issue Date: 2005
ISSN: 1551-7004
1551-7012
Editor: Stevens, C.V.
Statement of
Responsibility: 
Vladislav V. Lobodin, Yuriy Yu. Morzherin, Tom Blumenthal, Daniel Bilusich, Vladimir V. Ovcharenko, John H. Bowie, and Albert T. Lebedev
Abstract: 1-Aryl-4-cyano-5-hydroxy-1,2,3-triazoles can be obtained in solution by base-catalysed cyclization of N-aryl-2-cyano-2-diazoacetamides. A similar reaction was shown to take place under conditions of negative ion chemical ionization in the ion source of a mass spectrometer. High resolution mass spectrometry, tandem mass spectrometry, charge reversal spectra, synthesis of the ions with known structures and quantum chemical calculations were used to prove the latter statement. The fact of the observed cyclization demonstrates once again the ability of mass spectrometry to study the gas phase chemical reactions that take place in solution.
Keywords: Cyclization
diazoamides
triazoles
gas phase
negative ion mass spectrometry
Description: The document attached has been archived with permission from the publisher.
Rights: Copyright © ARKAT USA, Inc
DOI: 10.3998/ark.5550190.0006.415
Published version: http://www.arkat-usa.org/arkivoc-journal/browse-arkivoc/2005/4/
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Chemistry publications

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