1099-0690/asset/2046_left.gif?v=1&s=0ec9ed8843eb5403f667ad940f5a1c68cb5ef011)
1099-0690/asset/2046_right.gif?v=1&s=b2caf576ff74b55a6a4748bd86a910901b664c52)
Full Paper
Matrix Isolation and Spectroscopic Characterization of 2,5,6-Trifluoropyridylnitren-3-yl
Article first published online: 27 APR 2012
DOI: 10.1002/ejoc.201101866
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
1099-0690/asset/cover.gif?v=1&s=2cc52719b72cfaff52154639cf010f601d160064 "European Journal of Organic Chemistry")
Additional Information
How to Cite
Grote, D., Finke, C., Neuhaus, P. and Sander, W. (2012), Matrix Isolation and Spectroscopic Characterization of 2,5,6-Trifluoropyridylnitren-3-yl. Eur. J. Org. Chem., 2012: 3229–3236. doi: 10.1002/ejoc.201101866
Publication History
- Issue published online: 29 MAY 2012
- Article first published online: 27 APR 2012
- Manuscript Received: 30 DEC 2011
Funded by
- Deutsche Forschungsgemeinschaft (DFG)
- Fonds der Chemischen Industrie
Keywords:
- Radicals;
- EPR spectroscopy;
- IR spectroscopy;
- Matrix isolation;
- Photochemistry
Abstract
The photochemistry of 3-iodo-2,5,6-trifluoropyridyl azide (6c), matrix-isolated in argon, was investigated by IR and EPR spectroscopy. The primary photoproduct is 3-iodo-2,5,6-trifluoropyridylnitrene (7c) in its triplet ground state. Further irradiation produced very low yields of nitrene radical 3c, which shows a characteristic EPR spectrum. The yield of 3c, however, was too low for IR detection. Instead, azirinyl radical 11, formed from 3c by ring closure, could clearly be identified in the IR spectra. Other products observed were azirine 8c′ and the ketenimine 9c′, which are formed in a photostationary equilibrium together with nitrine 7c.