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

D.I. Gibson; J.A. Parkinson; A.C. Jones; W.J. Ebenezer; M.G. Hutchings

doi:10.1016/j.tetlet.2007.12.081

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

D.I. Gibson
, J.A. Parkinson
, A.C. Jones
, W.J. Ebenezer
, M.G. Hutchings

Research output: Contribution to journal › Article › peer-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.

Original language	English
Pages (from-to)	1388-1392
Number of pages	4
Journal	Tetrahedron Letters
Volume	49
Issue number	8
DOIs	https://doi.org/10.1016/j.tetlet.2007.12.081
Publication status	Published - 18 Feb 2008

Keywords

arylazo
benzo-1
2
4-triazine
cyclisation
photoisomerism

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10.1016/j.tetlet.2007.12.081

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title = "Reversible cyclisation of a sulfonated arylazo compound containing an o-acetylamino substituent",

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.",

keywords = "arylazo, benzo-1, 2, 4-triazine, cyclisation, photoisomerism",

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AU - Gibson, D.I.

AU - Parkinson, J.A.

AU - Jones, A.C.

AU - Ebenezer, W.J.

AU - Hutchings, M.G.

PY - 2008/2/18

Y1 - 2008/2/18

N2 - 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.

AB - 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.

KW - arylazo

KW - benzo-1

KW - 2

KW - 4-triazine

KW - cyclisation

KW - photoisomerism

UR - http://dx.doi.org/10.1016/j.tetlet.2007.12.081

U2 - 10.1016/j.tetlet.2007.12.081

DO - 10.1016/j.tetlet.2007.12.081

M3 - Article

SN - 0040-4039

VL - 49

SP - 1388

EP - 1392

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 8

ER -

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

Abstract

Keywords

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