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Reversible cyclisation of a sulfonated arylazo compound containing an o-acetylamino substituent

Gibson, D.I. and Parkinson, J.A. and Jones, A.C. and Ebenezer, W.J. and Hutchings, M.G. (2008) Reversible cyclisation of a sulfonated arylazo compound containing an o-acetylamino substituent. Tetrahedron Letters, 49 (8). pp. 1388-1392. ISSN 0040-4039

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Abstract

A sulfonated o-acetylamino arylazo compound unexpectedly cyclised to a cationic benzo-1,2,4-triazinium species under thermal or acid conditions, reversible with base. The same substrate underwent trans to cis-azo photoisomerisation, observable by NMR spectroscopy, under steady state laser irradiation conditions.