Photoreactivity of an Exemplary Anthracene Mixture Revealed by NMR Studies, including a Kinetic Approach

Anthracenes are an important class of acenes. They are being utilized more and more often in chemistry and materials sciences, due to their unique rigid molecular structure and photoreactivity. In particular, photodimerization can be harnessed for the fabrication of novel photoresponsive materials....

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Autores principales:	Kristina Kristinaityte, Mateusz Urbańczyk, Adam Mames, Mariusz Pietrzak, Tomasz Ratajczyk
Formato:	article
Lenguaje:	EN
Publicado:	MDPI AG 2021
Materias:	anthracene UV-illumination photodimerization NMR kinetics Organic chemistry QD241-441
Acceso en línea:	https://doaj.org/article/d8d98c8844ff4bfc89c16571beb09109
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spelling	oai:doaj.org-article:d8d98c8844ff4bfc89c16571beb091092021-11-11T18:38:49ZPhotoreactivity of an Exemplary Anthracene Mixture Revealed by NMR Studies, including a Kinetic Approach10.3390/molecules262166951420-3049https://doaj.org/article/d8d98c8844ff4bfc89c16571beb091092021-11-01T00:00:00Zhttps://www.mdpi.com/1420-3049/26/21/6695https://doaj.org/toc/1420-3049Anthracenes are an important class of acenes. They are being utilized more and more often in chemistry and materials sciences, due to their unique rigid molecular structure and photoreactivity. In particular, photodimerization can be harnessed for the fabrication of novel photoresponsive materials. Photodimerization between the same anthracenes have been investigated and utilized in various fields, while reactions between varying anthracenes have barely been investigated. Here, Nuclear Magnetic Resonance (NMR) spectroscopy is employed for the investigation of the photodimerization of two exemplary anthracenes: anthracene (<b>A</b>) and 9-bromoanthracene (<b>B</b>), in the solutions with only <b>A</b> or <b>B</b>, and in the mixture of <b>A</b> and <b>B</b>. Estimated <i>k</i> values, derived from the presented kinetic model, showed that the dimerization of <b>A</b> was 10 times faster in comparison with <b>B</b> when compounds were investigated in separate samples, and 2 times faster when compounds were prepared in the mixture. Notably, the photoreaction in the mixture, apart from <b>AA</b> and <b>BB</b>, additionally yielded a large amount of the <b>AB</b> mixdimer. Another important advantage of investigating a mixture with different anthracenes is the ability to estimate the relative reactivity for all the reactions under the same experimental conditions. This results in a better understanding of the photodimerization processes. Thus, the rational photofabrication of mix-anthracene-based materials can be facilitated, which is of crucial importance in the field of polymer and material sciences.Kristina KristinaityteMateusz UrbańczykAdam MamesMariusz PietrzakTomasz RatajczykMDPI AGarticleanthraceneUV-illuminationphotodimerizationNMRkineticsOrganic chemistryQD241-441ENMolecules, Vol 26, Iss 6695, p 6695 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	anthracene UV-illumination photodimerization NMR kinetics Organic chemistry QD241-441
spellingShingle	anthracene UV-illumination photodimerization NMR kinetics Organic chemistry QD241-441 Kristina Kristinaityte Mateusz Urbańczyk Adam Mames Mariusz Pietrzak Tomasz Ratajczyk Photoreactivity of an Exemplary Anthracene Mixture Revealed by NMR Studies, including a Kinetic Approach
description	Anthracenes are an important class of acenes. They are being utilized more and more often in chemistry and materials sciences, due to their unique rigid molecular structure and photoreactivity. In particular, photodimerization can be harnessed for the fabrication of novel photoresponsive materials. Photodimerization between the same anthracenes have been investigated and utilized in various fields, while reactions between varying anthracenes have barely been investigated. Here, Nuclear Magnetic Resonance (NMR) spectroscopy is employed for the investigation of the photodimerization of two exemplary anthracenes: anthracene (<b>A</b>) and 9-bromoanthracene (<b>B</b>), in the solutions with only <b>A</b> or <b>B</b>, and in the mixture of <b>A</b> and <b>B</b>. Estimated <i>k</i> values, derived from the presented kinetic model, showed that the dimerization of <b>A</b> was 10 times faster in comparison with <b>B</b> when compounds were investigated in separate samples, and 2 times faster when compounds were prepared in the mixture. Notably, the photoreaction in the mixture, apart from <b>AA</b> and <b>BB</b>, additionally yielded a large amount of the <b>AB</b> mixdimer. Another important advantage of investigating a mixture with different anthracenes is the ability to estimate the relative reactivity for all the reactions under the same experimental conditions. This results in a better understanding of the photodimerization processes. Thus, the rational photofabrication of mix-anthracene-based materials can be facilitated, which is of crucial importance in the field of polymer and material sciences.
format	article
author	Kristina Kristinaityte Mateusz Urbańczyk Adam Mames Mariusz Pietrzak Tomasz Ratajczyk
author_facet	Kristina Kristinaityte Mateusz Urbańczyk Adam Mames Mariusz Pietrzak Tomasz Ratajczyk
author_sort	Kristina Kristinaityte
title	Photoreactivity of an Exemplary Anthracene Mixture Revealed by NMR Studies, including a Kinetic Approach
title_short	Photoreactivity of an Exemplary Anthracene Mixture Revealed by NMR Studies, including a Kinetic Approach
title_full	Photoreactivity of an Exemplary Anthracene Mixture Revealed by NMR Studies, including a Kinetic Approach
title_fullStr	Photoreactivity of an Exemplary Anthracene Mixture Revealed by NMR Studies, including a Kinetic Approach
title_full_unstemmed	Photoreactivity of an Exemplary Anthracene Mixture Revealed by NMR Studies, including a Kinetic Approach
title_sort	photoreactivity of an exemplary anthracene mixture revealed by nmr studies, including a kinetic approach
publisher	MDPI AG
publishDate	2021
url	https://doaj.org/article/d8d98c8844ff4bfc89c16571beb09109
work_keys_str_mv	AT kristinakristinaityte photoreactivityofanexemplaryanthracenemixturerevealedbynmrstudiesincludingakineticapproach AT mateuszurbanczyk photoreactivityofanexemplaryanthracenemixturerevealedbynmrstudiesincludingakineticapproach AT adammames photoreactivityofanexemplaryanthracenemixturerevealedbynmrstudiesincludingakineticapproach AT mariuszpietrzak photoreactivityofanexemplaryanthracenemixturerevealedbynmrstudiesincludingakineticapproach AT tomaszratajczyk photoreactivityofanexemplaryanthracenemixturerevealedbynmrstudiesincludingakineticapproach
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Photoreactivity of an Exemplary Anthracene Mixture Revealed by NMR Studies, including a Kinetic Approach

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