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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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 |
work_keys_str_mv |
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1782028444864872448 |