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

David I. Gibson, John A. Parkinson, Anita C. Jones, Warren J. Ebenezer, Michael G. Hutchings

Research output: Contribution to journalArticlepeer-review

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. (c) 2007 Elsevier Ltd. All rights reserved.

Original languageEnglish
Pages (from-to)1388-1392
Number of pages5
JournalTetrahedron Letters
Volume49
Issue number8
DOIs
Publication statusPublished - 18 Feb 2008

Keywords

  • arylazo
  • benzo-1,2,4-triazine
  • cyclisation
  • photoisomerism
  • NMR-SPECTROSCOPY
  • N-15 NMR

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