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2010 | 12 | 1 | 17-22

Article title

A new method for the preparation of solvatochromic 5-(5-X-6-hydroxynaphthyl-2)-7H-indolo[1,2-a]quinolinium merocyanines

Content

Title variants

Languages of publication

EN

Abstracts

EN
A new method for the preparation of 7H-indolo[1,2-a]quinolinium solvatochromic dye precursors has been investigated. 5-(6-Hydroxynaphthyl-2)-7,7-dimethyl-7H-indolo[1,2-a]quinolinium perchlorate, 5-(5-bromo-6-hydroxynaphthyl-2)-7,7-dimethyl-7H-indolo[1,2-a]quinolinium perchlorate and 5-(5-nitro-6-hydroxynaphthyl-2)-7,7-dimethyl-7H-indolo[1,2-a]quinolinium perchlorate were obtained via demethylation of the corresponding 5-(5-X-6-methoxynaphthyl-2)-7,7-dimethyl-7H-indolo[1,2-a]quinolinium salts. The application of pyridinium hydrochloride in the demethylation of the methoxy perchlorates allowed to obtain the products with the almost quantitative yield in a very short time, especially when the reaction was carried out using microwave irradiation.

Publisher

Year

Volume

12

Issue

1

Pages

17-22

Physical description

Dates

published
1 - 1 - 2010
online
8 - 4 - 2010

Contributors

author
  • Institute of Chemistry and Environmental Protection, Section of Instrumental Analysis, West Pomeranian University of Technology, Szczecin, ul. Piastów 42, 71-065 Szczecin, Poland
author
  • Institute of Chemistry and Environmental Protection, Section of Instrumental Analysis, West Pomeranian University of Technology, Szczecin, ul. Piastów 42, 71-065 Szczecin, Poland
  • Institute of Chemistry and Environmental Protection, Section of Instrumental Analysis, West Pomeranian University of Technology, Szczecin, ul. Piastów 42, 71-065 Szczecin, Poland

References

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  • Soroka, J. A. & Soroka, K. B. (1991). Solvatochromism of dyes. Part I. Solvatochromism of merocyanines. Derivatives of the 7H-indolo[1,2-a]quinolinium system. A new model of solvatochromism J. Phys. Org. Chem. 4(10), 592 - 604. DOI: 10.1002/poc.610041003.[Crossref]
  • Soroka, K. B. & Soroka, J. A. (1989). Photochemistry of hemicyanines. Part III. Synthesis of 5-(hydroxyaryl)-7,7-dimethyl-7H-indolo[1,2-a]quinolinium perchlorates and determination of their acidities. Chem. Scripta 29, 167 - 171.
  • Sawicka, M. J., Soroka, J. A., Wróblewska, E. K. & Zawadzka, I. K. (2006). Synthesis and UV-vis study of a new strongly solvatochromic merocyanine-like dye with modified donor part. Polish J. Chem. 80, 1337 - 1351.
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Document Type

Publication order reference

Identifiers

YADDA identifier

bwmeta1.element.-psjd-doi-10_2478_v10026-010-0004-3
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