SOLVENT FREE, ONE POT SYNTHESIS OF SYMMETRIC XANTHENE DYES AND THEIR ELECTROCHEMICAL STUDY

The present paper reports the synthesis of xanthene dyes derivatives from 4, 4'-oxydiphthalic anhydride and 1, 4, 5, 8-naphthalenetetracarboxylic dianhydride (3a-e and 6a-e) with different substituted phenols via Friedel-Crafts acylation reaction in the presence of an ammonium chloride catalyst...

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Autores principales: SHABIR,GHULAM, SAEED,AAMER
Lenguaje:English
Publicado: Sociedad Chilena de Química 2016
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Acceso en línea:http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072016000200012
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spelling oai:scielo:S0717-970720160002000122016-09-14SOLVENT FREE, ONE POT SYNTHESIS OF SYMMETRIC XANTHENE DYES AND THEIR ELECTROCHEMICAL STUDYSHABIR,GHULAMSAEED,AAMER Symmetric Xanthene dyes Dianhydride Chromatographic analysis Electrochemical study The present paper reports the synthesis of xanthene dyes derivatives from 4, 4'-oxydiphthalic anhydride and 1, 4, 5, 8-naphthalenetetracarboxylic dianhydride (3a-e and 6a-e) with different substituted phenols via Friedel-Crafts acylation reaction in the presence of an ammonium chloride catalyst. The structures of all newly synthesized derivatives were confirmed by the chromatographic, spectral and microelemental data. Dianhydride derivatives with 3-N', N'-dimethylaminophenol (3d and 6d) and resorcinol (3e and 6e) have been found to be highly fluorescent. Electrochemical study was done to determine band gap energy, LUMO and HOMO level energy. Band gap and LUMO energy levels were found to be lowest in xanthene derivatives 3c and 6c. Dyes 3d, 3e, 6d and 6e were found useful for differential staining of plant cells.info:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.61 n.2 20162016-06-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072016000200012en10.4067/S0717-97072016000200012
institution Scielo Chile
collection Scielo Chile
language English
topic Symmetric Xanthene dyes
Dianhydride
Chromatographic analysis
Electrochemical study
spellingShingle Symmetric Xanthene dyes
Dianhydride
Chromatographic analysis
Electrochemical study
SHABIR,GHULAM
SAEED,AAMER
SOLVENT FREE, ONE POT SYNTHESIS OF SYMMETRIC XANTHENE DYES AND THEIR ELECTROCHEMICAL STUDY
description The present paper reports the synthesis of xanthene dyes derivatives from 4, 4'-oxydiphthalic anhydride and 1, 4, 5, 8-naphthalenetetracarboxylic dianhydride (3a-e and 6a-e) with different substituted phenols via Friedel-Crafts acylation reaction in the presence of an ammonium chloride catalyst. The structures of all newly synthesized derivatives were confirmed by the chromatographic, spectral and microelemental data. Dianhydride derivatives with 3-N', N'-dimethylaminophenol (3d and 6d) and resorcinol (3e and 6e) have been found to be highly fluorescent. Electrochemical study was done to determine band gap energy, LUMO and HOMO level energy. Band gap and LUMO energy levels were found to be lowest in xanthene derivatives 3c and 6c. Dyes 3d, 3e, 6d and 6e were found useful for differential staining of plant cells.
author SHABIR,GHULAM
SAEED,AAMER
author_facet SHABIR,GHULAM
SAEED,AAMER
author_sort SHABIR,GHULAM
title SOLVENT FREE, ONE POT SYNTHESIS OF SYMMETRIC XANTHENE DYES AND THEIR ELECTROCHEMICAL STUDY
title_short SOLVENT FREE, ONE POT SYNTHESIS OF SYMMETRIC XANTHENE DYES AND THEIR ELECTROCHEMICAL STUDY
title_full SOLVENT FREE, ONE POT SYNTHESIS OF SYMMETRIC XANTHENE DYES AND THEIR ELECTROCHEMICAL STUDY
title_fullStr SOLVENT FREE, ONE POT SYNTHESIS OF SYMMETRIC XANTHENE DYES AND THEIR ELECTROCHEMICAL STUDY
title_full_unstemmed SOLVENT FREE, ONE POT SYNTHESIS OF SYMMETRIC XANTHENE DYES AND THEIR ELECTROCHEMICAL STUDY
title_sort solvent free, one pot synthesis of symmetric xanthene dyes and their electrochemical study
publisher Sociedad Chilena de Química
publishDate 2016
url http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072016000200012
work_keys_str_mv AT shabirghulam solventfreeonepotsynthesisofsymmetricxanthenedyesandtheirelectrochemicalstudy
AT saeedaamer solventfreeonepotsynthesisofsymmetricxanthenedyesandtheirelectrochemicalstudy
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