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Quinoline Photobasicity: Investigation within Water‐Soluble Light‐Responsive Copolymers

Quinoline photobases exhibit a distinctly higher pK (a) in their electronically excited state than in the ground state, thereby enabling light‐controlled proton transfer reactions, for example, in molecular catalysis. The absorption of UV light translates to a pK (a) jump of approximately 10 units,...

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Autores principales: Sittig, Maria, Tom, Jessica C., Elter, Johanna K., Schacher, Felix H., Dietzek, Benjamin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7839697/
https://www.ncbi.nlm.nih.gov/pubmed/32986286
http://dx.doi.org/10.1002/chem.202003815
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author Sittig, Maria
Tom, Jessica C.
Elter, Johanna K.
Schacher, Felix H.
Dietzek, Benjamin
author_facet Sittig, Maria
Tom, Jessica C.
Elter, Johanna K.
Schacher, Felix H.
Dietzek, Benjamin
author_sort Sittig, Maria
collection PubMed
description Quinoline photobases exhibit a distinctly higher pK (a) in their electronically excited state than in the ground state, thereby enabling light‐controlled proton transfer reactions, for example, in molecular catalysis. The absorption of UV light translates to a pK (a) jump of approximately 10 units, as established for small‐molecule photobases. This contribution presents the first synthesis of quinoline‐based polymeric photobases prepared by reversible addition‐fragmentation chain‐transfer (RAFT) polymerization. The integration of quinolines as photobase chromophores within copolymers offers new possibilities for light‐triggered proton transfer in nanostructured materials, that is, in nanoparticles, at surfaces, membranes and interfaces. To exploit the light‐triggered reactivity of photobases within such materials, we first investigated how the ground‐ and excited‐state properties of the quinoline unit changes upon polymer integration. To address this matter, we combined absorption and emission spectroscopy with time‐resolved transient‐absorption studies to reveal photoinduced proton‐transfer dynamics in various solvents. The results yield important insights into the thermodynamic and kinetic properties of these polymeric quinoline photobases.
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spelling pubmed-78396972021-02-02 Quinoline Photobasicity: Investigation within Water‐Soluble Light‐Responsive Copolymers Sittig, Maria Tom, Jessica C. Elter, Johanna K. Schacher, Felix H. Dietzek, Benjamin Chemistry Full Papers Quinoline photobases exhibit a distinctly higher pK (a) in their electronically excited state than in the ground state, thereby enabling light‐controlled proton transfer reactions, for example, in molecular catalysis. The absorption of UV light translates to a pK (a) jump of approximately 10 units, as established for small‐molecule photobases. This contribution presents the first synthesis of quinoline‐based polymeric photobases prepared by reversible addition‐fragmentation chain‐transfer (RAFT) polymerization. The integration of quinolines as photobase chromophores within copolymers offers new possibilities for light‐triggered proton transfer in nanostructured materials, that is, in nanoparticles, at surfaces, membranes and interfaces. To exploit the light‐triggered reactivity of photobases within such materials, we first investigated how the ground‐ and excited‐state properties of the quinoline unit changes upon polymer integration. To address this matter, we combined absorption and emission spectroscopy with time‐resolved transient‐absorption studies to reveal photoinduced proton‐transfer dynamics in various solvents. The results yield important insights into the thermodynamic and kinetic properties of these polymeric quinoline photobases. John Wiley and Sons Inc. 2020-12-04 2021-01-13 /pmc/articles/PMC7839697/ /pubmed/32986286 http://dx.doi.org/10.1002/chem.202003815 Text en © 2020 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Full Papers
Sittig, Maria
Tom, Jessica C.
Elter, Johanna K.
Schacher, Felix H.
Dietzek, Benjamin
Quinoline Photobasicity: Investigation within Water‐Soluble Light‐Responsive Copolymers
title Quinoline Photobasicity: Investigation within Water‐Soluble Light‐Responsive Copolymers
title_full Quinoline Photobasicity: Investigation within Water‐Soluble Light‐Responsive Copolymers
title_fullStr Quinoline Photobasicity: Investigation within Water‐Soluble Light‐Responsive Copolymers
title_full_unstemmed Quinoline Photobasicity: Investigation within Water‐Soluble Light‐Responsive Copolymers
title_short Quinoline Photobasicity: Investigation within Water‐Soluble Light‐Responsive Copolymers
title_sort quinoline photobasicity: investigation within water‐soluble light‐responsive copolymers
topic Full Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7839697/
https://www.ncbi.nlm.nih.gov/pubmed/32986286
http://dx.doi.org/10.1002/chem.202003815
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