The gas phase cyclization of deprotonated N-aryl-2-cyano-2-diazoacetamides / Lobodin V.V., Morzherin Y.Yu., Blumenthal T., Bilusich D., Ovcharenko V.V., Bowie J.H., Lebedev A.T. // Arkivoc. - 2005. - V. 2005, l. 4. - P. 189-198.

ISSN:

14246376

Type:

Article

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. ©ARKAT.

Author keywords:

Cyclization; Diazoamides; Gas phase; Negative ion mass spectrometry; Triazoles

Index keywords:

нет данных

DOI:

нет данных

Смотреть в Scopus:

https://www.scopus.com/inward/record.uri?eid=2-s2.0-23044490184&partnerID=40&md5=6f324e1c3feac3d43474c600e218e431

Соавторы в МНС:

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Другие поля

Поле	Значение
Link	https://www.scopus.com/inward/record.uri?eid=2-s2.0-23044490184&partnerID=40&md5=6f324e1c3feac3d43474c600e218e431
Affiliations	Department of Organic Chemistry, Moscow State University, Moscow, 119992, Russian Federation; Department of Technology and Organic Synthesis, Urals State Technical University, Ekaterinburg, 620002, Russian Federation; Department of Chemistry, Adelaide University, North Adelaide, 5005, Australia; Department of Chemistry, University of Turku, Turku, FIN-20014, Finland
Author Keywords	Cyclization; Diazoamides; Gas phase; Negative ion mass spectrometry; Triazoles
References	Morzherin, Yu.Yu., Kolobov, M.Yu., Mokrushin, V.S., Braeuer, M., Anders, E., Bakulev, V.A., (2000) Khim. Gheterotsikl. Soed., (1), p. 26; Lebedev, A.T., Alekseeva, T.N., Bakulev, V.A., Kolobov, M.Yu., Petrosyan, V.S., (1988) Org. Mass Spectrom., 23, p. 825; Lebedev, A.T., Bakulev, V.A., Hayes, R.N., Bowie, J.H., (1991) Rapid Commun. Mass Spectrom., 5, p. 234; Dua, S., Bowie, J.H., (2001) J. Chem. Soc., Perkin Trans. 2, p. 827; Chapman, J.R., (1985) Practical Organic Mass Spectrometry, 197p. , John Wiley & Sons; Becke, A.D., (1993) J. Chem. Phys., 98, p. 5648; Frisch, M.J., Trucks, G.W., Schlegel, H.B., Scuseria, G.E., Robb, M.A., Cheeseman, J.R., Zakrzewski, V.G., Pople, J.A., (2002) Gaussian 98, Revision A.11.3, , Gaussian, Inc.: Pittsburgh, PA; Scott, A.P., Radom, L., (1996) J. Phys. Chem., 100, p. 16502
Correspondence Address	Lebedev, A.T.; Department of Organic Chemistry, Moscow State University, Moscow, 119992, Russian Federation; email: lebedev@org.chem.msu.ru
Language of Original Document	English
Abbreviated Source Title	Arkivoc
Source	Scopus