Synthesis of Fluorogenic Arylureas and Amides and Their Interaction with Amines: A Competition between Turn-on Fluorescence and Organic Radicals on the Way to a Smart Label for Fish Freshness

We describe the synthesis of fluorogenic arylureas and amides and their interaction with primary or secondary amines under air and light in organic-aqueous mixtures to give rise to a new class of persistent organic radicals, described on the basis of their electron paramagnetic resonance (EPR), as w...

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Main Authors: Javier García-Tojal, José V. Cuevas, María-Josefa Rojo, Borja Díaz de Greñu, Carla Hernando-Muñoz, José García-Calvo, Mateo M. Salgado, Tomás Torroba
Format: Article
Language:English
Published: MDPI AG 2021-03-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/26/5/1404
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spelling doaj-5a1f51d6a40c45b593241dcf99224c662021-03-06T00:05:17ZengMDPI AGMolecules1420-30492021-03-01261404140410.3390/molecules26051404Synthesis of Fluorogenic Arylureas and Amides and Their Interaction with Amines: A Competition between Turn-on Fluorescence and Organic Radicals on the Way to a Smart Label for Fish FreshnessJavier García-Tojal0José V. Cuevas1María-Josefa Rojo2Borja Díaz de Greñu3Carla Hernando-Muñoz4José García-Calvo5Mateo M. Salgado6Tomás Torroba7Department of Chemistry, Faculty of Science, University of Burgos, 09001 Burgos, SpainDepartment of Chemistry, Faculty of Science, University of Burgos, 09001 Burgos, SpainDepartment of Chemistry, Faculty of Science, University of Burgos, 09001 Burgos, SpainDepartment of Chemistry, Faculty of Science, University of Burgos, 09001 Burgos, SpainDepartment of Chemistry, Faculty of Science, University of Burgos, 09001 Burgos, SpainDepartment of Chemistry, Faculty of Science, University of Burgos, 09001 Burgos, SpainDepartment of Chemistry, Faculty of Science, University of Burgos, 09001 Burgos, SpainDepartment of Chemistry, Faculty of Science, University of Burgos, 09001 Burgos, SpainWe describe the synthesis of fluorogenic arylureas and amides and their interaction with primary or secondary amines under air and light in organic-aqueous mixtures to give rise to a new class of persistent organic radicals, described on the basis of their electron paramagnetic resonance (EPR), as well as UV–vis, fluorescence, NMR, and quantum mechanics calculations, and their prospective use as multi-signal reporters in a smart label for fish freshness.https://www.mdpi.com/1420-3049/26/5/1404arylureasturn-on fluorescenceorganic radicalssmart labelvolatile amines
collection DOAJ
language English
format Article
sources DOAJ
author Javier García-Tojal
José V. Cuevas
María-Josefa Rojo
Borja Díaz de Greñu
Carla Hernando-Muñoz
José García-Calvo
Mateo M. Salgado
Tomás Torroba
spellingShingle Javier García-Tojal
José V. Cuevas
María-Josefa Rojo
Borja Díaz de Greñu
Carla Hernando-Muñoz
José García-Calvo
Mateo M. Salgado
Tomás Torroba
Synthesis of Fluorogenic Arylureas and Amides and Their Interaction with Amines: A Competition between Turn-on Fluorescence and Organic Radicals on the Way to a Smart Label for Fish Freshness
Molecules
arylureas
turn-on fluorescence
organic radicals
smart label
volatile amines
author_facet Javier García-Tojal
José V. Cuevas
María-Josefa Rojo
Borja Díaz de Greñu
Carla Hernando-Muñoz
José García-Calvo
Mateo M. Salgado
Tomás Torroba
author_sort Javier García-Tojal
title Synthesis of Fluorogenic Arylureas and Amides and Their Interaction with Amines: A Competition between Turn-on Fluorescence and Organic Radicals on the Way to a Smart Label for Fish Freshness
title_short Synthesis of Fluorogenic Arylureas and Amides and Their Interaction with Amines: A Competition between Turn-on Fluorescence and Organic Radicals on the Way to a Smart Label for Fish Freshness
title_full Synthesis of Fluorogenic Arylureas and Amides and Their Interaction with Amines: A Competition between Turn-on Fluorescence and Organic Radicals on the Way to a Smart Label for Fish Freshness
title_fullStr Synthesis of Fluorogenic Arylureas and Amides and Their Interaction with Amines: A Competition between Turn-on Fluorescence and Organic Radicals on the Way to a Smart Label for Fish Freshness
title_full_unstemmed Synthesis of Fluorogenic Arylureas and Amides and Their Interaction with Amines: A Competition between Turn-on Fluorescence and Organic Radicals on the Way to a Smart Label for Fish Freshness
title_sort synthesis of fluorogenic arylureas and amides and their interaction with amines: a competition between turn-on fluorescence and organic radicals on the way to a smart label for fish freshness
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2021-03-01
description We describe the synthesis of fluorogenic arylureas and amides and their interaction with primary or secondary amines under air and light in organic-aqueous mixtures to give rise to a new class of persistent organic radicals, described on the basis of their electron paramagnetic resonance (EPR), as well as UV–vis, fluorescence, NMR, and quantum mechanics calculations, and their prospective use as multi-signal reporters in a smart label for fish freshness.
topic arylureas
turn-on fluorescence
organic radicals
smart label
volatile amines
url https://www.mdpi.com/1420-3049/26/5/1404
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