Rotamer-Controlled Dual Emissive α-Amino Acids

[Image: see text] The synthesis and photoluminescent properties of novel α-amino acids are described in which the biaryl benzotriazinone-containing chromophores were found to display dual emission fluorescence via locally excited (LE) and twisted intramolecular charge transfer (TICT) states. The int...

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Autores principales: McGrory, Rochelle, Morgan, Danielle C., Jamieson, Andrew G., Sutherland, Andrew
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10425982/
https://www.ncbi.nlm.nih.gov/pubmed/37506290
http://dx.doi.org/10.1021/acs.orglett.3c02112
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author McGrory, Rochelle
Morgan, Danielle C.
Jamieson, Andrew G.
Sutherland, Andrew
author_facet McGrory, Rochelle
Morgan, Danielle C.
Jamieson, Andrew G.
Sutherland, Andrew
author_sort McGrory, Rochelle
collection PubMed
description [Image: see text] The synthesis and photoluminescent properties of novel α-amino acids are described in which the biaryl benzotriazinone-containing chromophores were found to display dual emission fluorescence via locally excited (LE) and twisted intramolecular charge transfer (TICT) states. The intensity of each emission band could be controlled by the electronics and position of the substituents, and this led to the design of a 2-methoxyphenyl analogue that, due to twisting, displayed bright TICT fluorescence, solvatochromism, and pH sensitivity.
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spelling pubmed-104259822023-08-16 Rotamer-Controlled Dual Emissive α-Amino Acids McGrory, Rochelle Morgan, Danielle C. Jamieson, Andrew G. Sutherland, Andrew Org Lett [Image: see text] The synthesis and photoluminescent properties of novel α-amino acids are described in which the biaryl benzotriazinone-containing chromophores were found to display dual emission fluorescence via locally excited (LE) and twisted intramolecular charge transfer (TICT) states. The intensity of each emission band could be controlled by the electronics and position of the substituents, and this led to the design of a 2-methoxyphenyl analogue that, due to twisting, displayed bright TICT fluorescence, solvatochromism, and pH sensitivity. American Chemical Society 2023-07-28 /pmc/articles/PMC10425982/ /pubmed/37506290 http://dx.doi.org/10.1021/acs.orglett.3c02112 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle McGrory, Rochelle
Morgan, Danielle C.
Jamieson, Andrew G.
Sutherland, Andrew
Rotamer-Controlled Dual Emissive α-Amino Acids
title Rotamer-Controlled Dual Emissive α-Amino Acids
title_full Rotamer-Controlled Dual Emissive α-Amino Acids
title_fullStr Rotamer-Controlled Dual Emissive α-Amino Acids
title_full_unstemmed Rotamer-Controlled Dual Emissive α-Amino Acids
title_short Rotamer-Controlled Dual Emissive α-Amino Acids
title_sort rotamer-controlled dual emissive α-amino acids
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10425982/
https://www.ncbi.nlm.nih.gov/pubmed/37506290
http://dx.doi.org/10.1021/acs.orglett.3c02112
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