The synthesis and first full structural elucidation of a benzotriazole azo dye

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

Although azo dyes containing benzotriazole are of interest as substrates for surface enhanced resonance Raman scattering, SERRS, little is known of their molecular structure due to their poor crystal growth properties. We recently synthesised a highly crystalline dihydroquinoline via an unusual condensation reaction and we report herein that the azo-benzotriazole dye subsequently formed was sufficiently crystalline to allow structural elucidation using synchroton radiation. It was found that this benzotriazole dye exists as the unexpected 6-isomer and the structure of the dihydroquinoline moiety changes markedly on coupling due to increased delocalisation.
LanguageEnglish
Pages1555-1558
Number of pages3
JournalJournal of Heterocyclic Chemistry
Volume37
Issue number6
Publication statusPublished - Nov 2000

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Azo Compounds
Crystalline materials
Condensation reactions
Azo dyes
Crystallization
Isomers
Molecular structure
Raman scattering
Coloring Agents
Radiation
Substrates
benzotriazole

Keywords

  • resonance raman-scattering
  • surface
  • silver

Cite this

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The synthesis and first full structural elucidation of a benzotriazole azo dye. / Graham, D.; Kennedy, A.R.; Teat, S.J.

In: Journal of Heterocyclic Chemistry, Vol. 37, No. 6, 11.2000, p. 1555-1558.

Research output: Contribution to journalArticle

TY - JOUR

T1 - The synthesis and first full structural elucidation of a benzotriazole azo dye

AU - Graham, D.

AU - Kennedy, A.R.

AU - Teat, S.J.

PY - 2000/11

Y1 - 2000/11

N2 - Although azo dyes containing benzotriazole are of interest as substrates for surface enhanced resonance Raman scattering, SERRS, little is known of their molecular structure due to their poor crystal growth properties. We recently synthesised a highly crystalline dihydroquinoline via an unusual condensation reaction and we report herein that the azo-benzotriazole dye subsequently formed was sufficiently crystalline to allow structural elucidation using synchroton radiation. It was found that this benzotriazole dye exists as the unexpected 6-isomer and the structure of the dihydroquinoline moiety changes markedly on coupling due to increased delocalisation.

AB - Although azo dyes containing benzotriazole are of interest as substrates for surface enhanced resonance Raman scattering, SERRS, little is known of their molecular structure due to their poor crystal growth properties. We recently synthesised a highly crystalline dihydroquinoline via an unusual condensation reaction and we report herein that the azo-benzotriazole dye subsequently formed was sufficiently crystalline to allow structural elucidation using synchroton radiation. It was found that this benzotriazole dye exists as the unexpected 6-isomer and the structure of the dihydroquinoline moiety changes markedly on coupling due to increased delocalisation.

KW - resonance raman-scattering

KW - surface

KW - silver

M3 - Article

VL - 37

SP - 1555

EP - 1558

JO - Journal of Heterocyclic Chemistry

T2 - Journal of Heterocyclic Chemistry

JF - Journal of Heterocyclic Chemistry

SN - 0022-152X

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ER -