UV-vis spectroscopic characterization of heterocyclic azines as chemosensors for metal ion detection

Detalhes bibliográficos
Autor(a) principal: Batista, R. M. F.
Data de Publicação: 2015
Outros Autores: Costa, Susana P. G., Raposo, M. Manuela M.
Idioma: eng
Título da fonte: Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)
Texto Completo: http://hdl.handle.net/1822/50722
Resumo: The development of colorimetric chemosensors is an area in great expansion due to the simplicity of assay and lower cost compared with others sensing methods. Sensing devices for the analysis of toxic or heavy metal ions play an important role in clinical toxicology, environmental, bioorganic chemistry, bioremediation, and waste management [1]. Until now, most of the chemosensors developed involve laborious and expensive procedures and there is an interest in strategies for single step synthesis, optimizing the efficiency of the chemical reaction and avoiding time-consuming processes of separation and purification. Therefore, the development of a small molecule-based colorimetric chemosensors with simple synthetic and isolation procedures has received much attention in the last decade [2]. The current interest in azine derivatives arises from their wide range of applications in diverse areas such as material and environmental sciences, biomedical, analytical, supramolecular chemistry and catalysis. Additionally, azine ligands bearing N, O and S heteroatoms in their structure should exhibit improved coordination ability [3]. Following our previous work [4], azine ligands functionalized with heterocycles such as thiophene L1, pyrrole L2 and furan L3, were used in a cation chemosensory study in ACN and ACN-water mixtures. L2 exhibited a selective and high sensitive colorimetric response in the presence of Hg(II) and Pd(II) (colourless to yellow or colourless to orange, respectively). [1] (a) Formica, M.; Fusi, V.; Giorgi, L.; Micheloni, M. Coord. Chem. Rev. 2012, 256, 170; (b) Aragay, G.; Pons, J.; Merkoci, A. Chem. Rev. 2011, 111, 3433; (c) Kaur, N.; Kumar, S. Tetrahedron 2011, 67, 9233. [2] (a) Kim, H. N.; Ren, W. X.; Kim, J. S.; Yoon, J. Chem. Soc. Rev. 2012, 41, 3210; (b) Udhayakumari, D.; Suganya, S.; Velmathi, S.; MubarakAli, D. J. Mol. Recognit. 2014, 27, 151. [3] (a) Haldar, R.; Reddy, S. K.; Suresh, V. M.; Mohapatra, S.; Balasubramanian, S.; Maji, T. K. Chem. Eur. J. 2014, 20, 4347; (b) Kennedy, A. R.; Brown, K. G.; Graham, D.; Kirkhouse, J. B.; Kittner, M.; Major, C.; McHugh, C. J.; Murdoch, P.; Smith, W. E. New J. Chem. 2005, 29, 826; (c) Gupta, V. K.; Singh, A. K.; Bhardwaj, S.; Bandi, K. R. Sensors Actuators B: Chem 2014, 197, 264; (d) Huh, H. S.; Kim, S. H.; Yun, S. Y.; Lee, S. W. Polyhedron 2008, 27, 1229. [4] (a) Batista, R. M. F.; Costa, S. P. G.; Raposo, M. M. M. J. Photoch. Photobio. A 2013, 259, 33; (b) Batista, R. M. F.; Oliveira, E.; Costa, S. P. G.; Lodeiro, C.; Raposo, M. M. M. Supramol. Chem. 2013, 26, 71; (c) Batista, R. M. F.; Costa, S. P. G.; Raposo, M. M. M. Sensors and Actuators B: Chem. 2014, 191, 791; (d) Batista, R. M. F.; Costa, S. P. G.; Silva, R. M. P.; Lima, N. E. M.; Raposo, M. M. M. Dyes Pigments 2014, 102, 293.
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spelling UV-vis spectroscopic characterization of heterocyclic azines as chemosensors for metal ion detectionSynthesisSchiff’s base condensationHeterocyclesAzinesMetal ion detectionUV-vis spectroscopyThiophenePyrrolefuranColorimetric chemosensorsCiências Naturais::Ciências QuímicasThe development of colorimetric chemosensors is an area in great expansion due to the simplicity of assay and lower cost compared with others sensing methods. Sensing devices for the analysis of toxic or heavy metal ions play an important role in clinical toxicology, environmental, bioorganic chemistry, bioremediation, and waste management [1]. Until now, most of the chemosensors developed involve laborious and expensive procedures and there is an interest in strategies for single step synthesis, optimizing the efficiency of the chemical reaction and avoiding time-consuming processes of separation and purification. Therefore, the development of a small molecule-based colorimetric chemosensors with simple synthetic and isolation procedures has received much attention in the last decade [2]. The current interest in azine derivatives arises from their wide range of applications in diverse areas such as material and environmental sciences, biomedical, analytical, supramolecular chemistry and catalysis. Additionally, azine ligands bearing N, O and S heteroatoms in their structure should exhibit improved coordination ability [3]. Following our previous work [4], azine ligands functionalized with heterocycles such as thiophene L1, pyrrole L2 and furan L3, were used in a cation chemosensory study in ACN and ACN-water mixtures. L2 exhibited a selective and high sensitive colorimetric response in the presence of Hg(II) and Pd(II) (colourless to yellow or colourless to orange, respectively). [1] (a) Formica, M.; Fusi, V.; Giorgi, L.; Micheloni, M. Coord. Chem. Rev. 2012, 256, 170; (b) Aragay, G.; Pons, J.; Merkoci, A. Chem. Rev. 2011, 111, 3433; (c) Kaur, N.; Kumar, S. Tetrahedron 2011, 67, 9233. [2] (a) Kim, H. N.; Ren, W. X.; Kim, J. S.; Yoon, J. Chem. Soc. Rev. 2012, 41, 3210; (b) Udhayakumari, D.; Suganya, S.; Velmathi, S.; MubarakAli, D. J. Mol. Recognit. 2014, 27, 151. [3] (a) Haldar, R.; Reddy, S. K.; Suresh, V. M.; Mohapatra, S.; Balasubramanian, S.; Maji, T. K. Chem. Eur. J. 2014, 20, 4347; (b) Kennedy, A. R.; Brown, K. G.; Graham, D.; Kirkhouse, J. B.; Kittner, M.; Major, C.; McHugh, C. J.; Murdoch, P.; Smith, W. E. New J. Chem. 2005, 29, 826; (c) Gupta, V. K.; Singh, A. K.; Bhardwaj, S.; Bandi, K. R. Sensors Actuators B: Chem 2014, 197, 264; (d) Huh, H. S.; Kim, S. H.; Yun, S. Y.; Lee, S. W. Polyhedron 2008, 27, 1229. [4] (a) Batista, R. M. F.; Costa, S. P. G.; Raposo, M. M. M. J. Photoch. Photobio. A 2013, 259, 33; (b) Batista, R. M. F.; Oliveira, E.; Costa, S. P. G.; Lodeiro, C.; Raposo, M. M. M. Supramol. Chem. 2013, 26, 71; (c) Batista, R. M. F.; Costa, S. P. G.; Raposo, M. M. M. Sensors and Actuators B: Chem. 2014, 191, 791; (d) Batista, R. M. F.; Costa, S. P. G.; Silva, R. M. P.; Lima, N. E. M.; Raposo, M. M. M. Dyes Pigments 2014, 102, 293.FCT is also acknowledged for financial support to the NMR Portuguese network (PTNMR, Bruker Avance III 400-Univ. Minho).info:eu-repo/semantics/publishedVersionMDPIUniversidade do MinhoBatista, R. M. F.Costa, Susana P. G.Raposo, M. Manuela M.20152015-01-01T00:00:00Zconference paperinfo:eu-repo/semantics/publishedVersionapplication/pdfhttp://hdl.handle.net/1822/50722engBatista, R. M. F.; Costa, S. P. G.; Raposo, M. M. M. UV-vis spectroscopic characterization of heterocyclic azines as chemosensors for metal ion detection. Proceedings of the 18th Int. Electron. Conf. Synth. Org. Chem., b005; Sciforum Electronic Conference Series, Vol. 18; Seijas, J. A.; Tato, M. P. V. and Lin, S.-K. (Eds), MDPI, Basel, Switzerland, 2015 (ISBN: 978-3-906980-55-3).978-3-906980-55-310.3390/ecsoc-18-b005http://dx.doi.org/10.3390/ecsoc-18-b005info:eu-repo/semantics/openAccessreponame:Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)instname:FCCN, serviços digitais da FCT – Fundação para a Ciência e a Tecnologiainstacron:RCAAP2024-05-11T07:23:34Zoai:repositorium.sdum.uminho.pt:1822/50722Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireinfo@rcaap.ptopendoar:https://opendoar.ac.uk/repository/71602025-05-28T16:25:43.071655Repositórios Científicos de Acesso Aberto de Portugal (RCAAP) - FCCN, serviços digitais da FCT – Fundação para a Ciência e a Tecnologiafalse
dc.title.none.fl_str_mv UV-vis spectroscopic characterization of heterocyclic azines as chemosensors for metal ion detection
title UV-vis spectroscopic characterization of heterocyclic azines as chemosensors for metal ion detection
spellingShingle UV-vis spectroscopic characterization of heterocyclic azines as chemosensors for metal ion detection
Batista, R. M. F.
Synthesis
Schiff’s base condensation
Heterocycles
Azines
Metal ion detection
UV-vis spectroscopy
Thiophene
Pyrrole
furan
Colorimetric chemosensors
Ciências Naturais::Ciências Químicas
title_short UV-vis spectroscopic characterization of heterocyclic azines as chemosensors for metal ion detection
title_full UV-vis spectroscopic characterization of heterocyclic azines as chemosensors for metal ion detection
title_fullStr UV-vis spectroscopic characterization of heterocyclic azines as chemosensors for metal ion detection
title_full_unstemmed UV-vis spectroscopic characterization of heterocyclic azines as chemosensors for metal ion detection
title_sort UV-vis spectroscopic characterization of heterocyclic azines as chemosensors for metal ion detection
author Batista, R. M. F.
author_facet Batista, R. M. F.
Costa, Susana P. G.
Raposo, M. Manuela M.
author_role author
author2 Costa, Susana P. G.
Raposo, M. Manuela M.
author2_role author
author
dc.contributor.none.fl_str_mv Universidade do Minho
dc.contributor.author.fl_str_mv Batista, R. M. F.
Costa, Susana P. G.
Raposo, M. Manuela M.
dc.subject.por.fl_str_mv Synthesis
Schiff’s base condensation
Heterocycles
Azines
Metal ion detection
UV-vis spectroscopy
Thiophene
Pyrrole
furan
Colorimetric chemosensors
Ciências Naturais::Ciências Químicas
topic Synthesis
Schiff’s base condensation
Heterocycles
Azines
Metal ion detection
UV-vis spectroscopy
Thiophene
Pyrrole
furan
Colorimetric chemosensors
Ciências Naturais::Ciências Químicas
description The development of colorimetric chemosensors is an area in great expansion due to the simplicity of assay and lower cost compared with others sensing methods. Sensing devices for the analysis of toxic or heavy metal ions play an important role in clinical toxicology, environmental, bioorganic chemistry, bioremediation, and waste management [1]. Until now, most of the chemosensors developed involve laborious and expensive procedures and there is an interest in strategies for single step synthesis, optimizing the efficiency of the chemical reaction and avoiding time-consuming processes of separation and purification. Therefore, the development of a small molecule-based colorimetric chemosensors with simple synthetic and isolation procedures has received much attention in the last decade [2]. The current interest in azine derivatives arises from their wide range of applications in diverse areas such as material and environmental sciences, biomedical, analytical, supramolecular chemistry and catalysis. Additionally, azine ligands bearing N, O and S heteroatoms in their structure should exhibit improved coordination ability [3]. Following our previous work [4], azine ligands functionalized with heterocycles such as thiophene L1, pyrrole L2 and furan L3, were used in a cation chemosensory study in ACN and ACN-water mixtures. L2 exhibited a selective and high sensitive colorimetric response in the presence of Hg(II) and Pd(II) (colourless to yellow or colourless to orange, respectively). [1] (a) Formica, M.; Fusi, V.; Giorgi, L.; Micheloni, M. Coord. Chem. Rev. 2012, 256, 170; (b) Aragay, G.; Pons, J.; Merkoci, A. Chem. Rev. 2011, 111, 3433; (c) Kaur, N.; Kumar, S. Tetrahedron 2011, 67, 9233. [2] (a) Kim, H. N.; Ren, W. X.; Kim, J. S.; Yoon, J. Chem. Soc. Rev. 2012, 41, 3210; (b) Udhayakumari, D.; Suganya, S.; Velmathi, S.; MubarakAli, D. J. Mol. Recognit. 2014, 27, 151. [3] (a) Haldar, R.; Reddy, S. K.; Suresh, V. M.; Mohapatra, S.; Balasubramanian, S.; Maji, T. K. Chem. Eur. J. 2014, 20, 4347; (b) Kennedy, A. R.; Brown, K. G.; Graham, D.; Kirkhouse, J. B.; Kittner, M.; Major, C.; McHugh, C. J.; Murdoch, P.; Smith, W. E. New J. Chem. 2005, 29, 826; (c) Gupta, V. K.; Singh, A. K.; Bhardwaj, S.; Bandi, K. R. Sensors Actuators B: Chem 2014, 197, 264; (d) Huh, H. S.; Kim, S. H.; Yun, S. Y.; Lee, S. W. Polyhedron 2008, 27, 1229. [4] (a) Batista, R. M. F.; Costa, S. P. G.; Raposo, M. M. M. J. Photoch. Photobio. A 2013, 259, 33; (b) Batista, R. M. F.; Oliveira, E.; Costa, S. P. G.; Lodeiro, C.; Raposo, M. M. M. Supramol. Chem. 2013, 26, 71; (c) Batista, R. M. F.; Costa, S. P. G.; Raposo, M. M. M. Sensors and Actuators B: Chem. 2014, 191, 791; (d) Batista, R. M. F.; Costa, S. P. G.; Silva, R. M. P.; Lima, N. E. M.; Raposo, M. M. M. Dyes Pigments 2014, 102, 293.
publishDate 2015
dc.date.none.fl_str_mv 2015
2015-01-01T00:00:00Z
dc.type.driver.fl_str_mv conference paper
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dc.identifier.uri.fl_str_mv http://hdl.handle.net/1822/50722
url http://hdl.handle.net/1822/50722
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Batista, R. M. F.; Costa, S. P. G.; Raposo, M. M. M. UV-vis spectroscopic characterization of heterocyclic azines as chemosensors for metal ion detection. Proceedings of the 18th Int. Electron. Conf. Synth. Org. Chem., b005; Sciforum Electronic Conference Series, Vol. 18; Seijas, J. A.; Tato, M. P. V. and Lin, S.-K. (Eds), MDPI, Basel, Switzerland, 2015 (ISBN: 978-3-906980-55-3).
978-3-906980-55-3
10.3390/ecsoc-18-b005
http://dx.doi.org/10.3390/ecsoc-18-b005
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publisher.none.fl_str_mv MDPI
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