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Full Paper
On the Photochemical Stability of the 9-Mesityl-10-methylacridinium Cation
Article first published online: 3 DEC 2008
DOI: 10.1002/ejoc.200800806
Copyright © 2009 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Benniston, A. C., Elliott, K. J., Harrington, R. W. and Clegg, W. (2009), On the Photochemical Stability of the 9-Mesityl-10-methylacridinium Cation. Eur. J. Org. Chem., 2009: 253–258. doi: 10.1002/ejoc.200800806
Publication History
- Issue published online: 2 JAN 2009
- Article first published online: 3 DEC 2008
- Manuscript Received: 20 AUG 2008
Funded by
- Newcastle University
- EPSRC
Keywords:
- Acridinium cation;
- Degradation;
- Oxidation;
- Photochemistry;
- NMR spectroscopy
Abstract
The 9-mesityl-10-methylacridinium cation in aerated deuterated/normal acetonitrile decomposes to give several side products when continuously exposed to white light. The main breakdown product isolated by column chromatography is identified as 3,5-dimethyl-4-(10-methylacridinium)benzaldehyde. This assignment was confirmed by single-crystal X-ray crystallography. In light of these findings it appears that decomposition pathways also need to be considered when discussing the photochemical properties of the 9-mesityl-10-methylacridinium cation, especially in the presence of dioxygen.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)