Mechanistic insights into the Nb2O5 and niobium phosphate catalyzed in situ condensation of a fluorescent halochromic assembly

Solid niobium oxides (Nb2O5·nH2O) and niobium phosphate were used as heterogeneous acid catalysts to promote the condensation between a switchable oxazine and a fluorescent coumarin in an aprotic solvent. The catalysts were found to promote the generation of an active methylene from the enamine-base...

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Autores principales: Impellizzeri, S., Simoncelli, S., Fasciani, C., Marin, M.L., Hallett-Tapley, G.L., Hodgson, G.K., Scaiano, J.C.
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Acceso en línea:http://hdl.handle.net/20.500.12110/paper_20444753_v5_n1_p169_Impellizzeri
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spelling todo:paper_20444753_v5_n1_p169_Impellizzeri2023-10-03T16:38:08Z Mechanistic insights into the Nb2O5 and niobium phosphate catalyzed in situ condensation of a fluorescent halochromic assembly Impellizzeri, S. Simoncelli, S. Fasciani, C. Marin, M.L. Hallett-Tapley, G.L. Hodgson, G.K. Scaiano, J.C. Catalysts Condensation Fluorescence Fluorescence microscopy Fluorophores Niobium Nitrogen compounds Refractive index Aprotic solvents Catalyst surfaces Heterogeneous acid catalysts In-situ condensations Niobium phosphates Nucleophilic attack Switchable Total internal reflection fluorescence microscopy Niobium oxide Solid niobium oxides (Nb2O5·nH2O) and niobium phosphate were used as heterogeneous acid catalysts to promote the condensation between a switchable oxazine and a fluorescent coumarin in an aprotic solvent. The catalysts were found to promote the generation of an active methylene from the enamine-based portion of the oxazine, which was followed by a nucleophilic attack on the aldehyde functionality of the coumarin reagent. In the resulting system, the emission of the conjugated fluorophore can be observed at 670 nm and, thus, the processes occurring at the catalyst surface can be monitored in real time by total internal reflection fluorescence microscopy (TIRFM). © The Royal Society of Chemistry 2015. Fil:Simoncelli, S. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_20444753_v5_n1_p169_Impellizzeri
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic Catalysts
Condensation
Fluorescence
Fluorescence microscopy
Fluorophores
Niobium
Nitrogen compounds
Refractive index
Aprotic solvents
Catalyst surfaces
Heterogeneous acid catalysts
In-situ condensations
Niobium phosphates
Nucleophilic attack
Switchable
Total internal reflection fluorescence microscopy
Niobium oxide
spellingShingle Catalysts
Condensation
Fluorescence
Fluorescence microscopy
Fluorophores
Niobium
Nitrogen compounds
Refractive index
Aprotic solvents
Catalyst surfaces
Heterogeneous acid catalysts
In-situ condensations
Niobium phosphates
Nucleophilic attack
Switchable
Total internal reflection fluorescence microscopy
Niobium oxide
Impellizzeri, S.
Simoncelli, S.
Fasciani, C.
Marin, M.L.
Hallett-Tapley, G.L.
Hodgson, G.K.
Scaiano, J.C.
Mechanistic insights into the Nb2O5 and niobium phosphate catalyzed in situ condensation of a fluorescent halochromic assembly
topic_facet Catalysts
Condensation
Fluorescence
Fluorescence microscopy
Fluorophores
Niobium
Nitrogen compounds
Refractive index
Aprotic solvents
Catalyst surfaces
Heterogeneous acid catalysts
In-situ condensations
Niobium phosphates
Nucleophilic attack
Switchable
Total internal reflection fluorescence microscopy
Niobium oxide
description Solid niobium oxides (Nb2O5·nH2O) and niobium phosphate were used as heterogeneous acid catalysts to promote the condensation between a switchable oxazine and a fluorescent coumarin in an aprotic solvent. The catalysts were found to promote the generation of an active methylene from the enamine-based portion of the oxazine, which was followed by a nucleophilic attack on the aldehyde functionality of the coumarin reagent. In the resulting system, the emission of the conjugated fluorophore can be observed at 670 nm and, thus, the processes occurring at the catalyst surface can be monitored in real time by total internal reflection fluorescence microscopy (TIRFM). © The Royal Society of Chemistry 2015.
format JOUR
author Impellizzeri, S.
Simoncelli, S.
Fasciani, C.
Marin, M.L.
Hallett-Tapley, G.L.
Hodgson, G.K.
Scaiano, J.C.
author_facet Impellizzeri, S.
Simoncelli, S.
Fasciani, C.
Marin, M.L.
Hallett-Tapley, G.L.
Hodgson, G.K.
Scaiano, J.C.
author_sort Impellizzeri, S.
title Mechanistic insights into the Nb2O5 and niobium phosphate catalyzed in situ condensation of a fluorescent halochromic assembly
title_short Mechanistic insights into the Nb2O5 and niobium phosphate catalyzed in situ condensation of a fluorescent halochromic assembly
title_full Mechanistic insights into the Nb2O5 and niobium phosphate catalyzed in situ condensation of a fluorescent halochromic assembly
title_fullStr Mechanistic insights into the Nb2O5 and niobium phosphate catalyzed in situ condensation of a fluorescent halochromic assembly
title_full_unstemmed Mechanistic insights into the Nb2O5 and niobium phosphate catalyzed in situ condensation of a fluorescent halochromic assembly
title_sort mechanistic insights into the nb2o5 and niobium phosphate catalyzed in situ condensation of a fluorescent halochromic assembly
url http://hdl.handle.net/20.500.12110/paper_20444753_v5_n1_p169_Impellizzeri
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AT simoncellis mechanisticinsightsintothenb2o5andniobiumphosphatecatalyzedinsitucondensationofafluorescenthalochromicassembly
AT fascianic mechanisticinsightsintothenb2o5andniobiumphosphatecatalyzedinsitucondensationofafluorescenthalochromicassembly
AT marinml mechanisticinsightsintothenb2o5andniobiumphosphatecatalyzedinsitucondensationofafluorescenthalochromicassembly
AT halletttapleygl mechanisticinsightsintothenb2o5andniobiumphosphatecatalyzedinsitucondensationofafluorescenthalochromicassembly
AT hodgsongk mechanisticinsightsintothenb2o5andniobiumphosphatecatalyzedinsitucondensationofafluorescenthalochromicassembly
AT scaianojc mechanisticinsightsintothenb2o5andniobiumphosphatecatalyzedinsitucondensationofafluorescenthalochromicassembly
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