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Photo- and Collision-Induced Isomerization of a Charge-Tagged Norbornadiene–Quadricyclane System

[Image: see text] Molecular photoswitches based on the norbornadiene–quadricylane (NBD–QC) couple have been proposed as key elements of molecular solar thermal energy storage schemes. To characterize the intrinsic properties of such systems, reversible isomerization of a charge-tagged NBD–QC carboxy...

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Autores principales: Jacovella, Ugo, Carrascosa, Eduardo, Buntine, Jack T., Ree, Nicolai, Mikkelsen, Kurt V., Jevric, Martyn, Moth-Poulsen, Kasper, Bieske, Evan J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2020
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7416310/
https://www.ncbi.nlm.nih.gov/pubmed/32539402
http://dx.doi.org/10.1021/acs.jpclett.0c01198
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author Jacovella, Ugo
Carrascosa, Eduardo
Buntine, Jack T.
Ree, Nicolai
Mikkelsen, Kurt V.
Jevric, Martyn
Moth-Poulsen, Kasper
Bieske, Evan J.
author_facet Jacovella, Ugo
Carrascosa, Eduardo
Buntine, Jack T.
Ree, Nicolai
Mikkelsen, Kurt V.
Jevric, Martyn
Moth-Poulsen, Kasper
Bieske, Evan J.
author_sort Jacovella, Ugo
collection PubMed
description [Image: see text] Molecular photoswitches based on the norbornadiene–quadricylane (NBD–QC) couple have been proposed as key elements of molecular solar thermal energy storage schemes. To characterize the intrinsic properties of such systems, reversible isomerization of a charge-tagged NBD–QC carboxylate couple is investigated in a tandem ion mobility mass spectrometer, using light to induce intramolecular [2 + 2] cycloaddition of NBD carboxylate to form the QC carboxylate and driving the back reaction with molecular collisions. The NBD carboxylate photoisomerization action spectrum recorded by monitoring the QC carboxylate photoisomer extends from 290 to 360 nm with a maximum at 315 nm, and in the longer wavelength region resembles the NBD carboxylate absorption spectrum recorded in solution. Key structural and photochemical properties of the NBD–QC carboxylate system, including the gas-phase absorption spectrum and the energy storage capacity, are determined through computational studies using density functional theory.
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spelling pubmed-74163102020-08-11 Photo- and Collision-Induced Isomerization of a Charge-Tagged Norbornadiene–Quadricyclane System Jacovella, Ugo Carrascosa, Eduardo Buntine, Jack T. Ree, Nicolai Mikkelsen, Kurt V. Jevric, Martyn Moth-Poulsen, Kasper Bieske, Evan J. J Phys Chem Lett [Image: see text] Molecular photoswitches based on the norbornadiene–quadricylane (NBD–QC) couple have been proposed as key elements of molecular solar thermal energy storage schemes. To characterize the intrinsic properties of such systems, reversible isomerization of a charge-tagged NBD–QC carboxylate couple is investigated in a tandem ion mobility mass spectrometer, using light to induce intramolecular [2 + 2] cycloaddition of NBD carboxylate to form the QC carboxylate and driving the back reaction with molecular collisions. The NBD carboxylate photoisomerization action spectrum recorded by monitoring the QC carboxylate photoisomer extends from 290 to 360 nm with a maximum at 315 nm, and in the longer wavelength region resembles the NBD carboxylate absorption spectrum recorded in solution. Key structural and photochemical properties of the NBD–QC carboxylate system, including the gas-phase absorption spectrum and the energy storage capacity, are determined through computational studies using density functional theory. American Chemical Society 2020-06-15 2020-08-06 /pmc/articles/PMC7416310/ /pubmed/32539402 http://dx.doi.org/10.1021/acs.jpclett.0c01198 Text en Copyright © 2020 American Chemical Society This is an open access article published under a Creative Commons Attribution (CC-BY) License (http://pubs.acs.org/page/policy/authorchoice_ccby_termsofuse.html) , which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited.
spellingShingle Jacovella, Ugo
Carrascosa, Eduardo
Buntine, Jack T.
Ree, Nicolai
Mikkelsen, Kurt V.
Jevric, Martyn
Moth-Poulsen, Kasper
Bieske, Evan J.
Photo- and Collision-Induced Isomerization of a Charge-Tagged Norbornadiene–Quadricyclane System
title Photo- and Collision-Induced Isomerization of a Charge-Tagged Norbornadiene–Quadricyclane System
title_full Photo- and Collision-Induced Isomerization of a Charge-Tagged Norbornadiene–Quadricyclane System
title_fullStr Photo- and Collision-Induced Isomerization of a Charge-Tagged Norbornadiene–Quadricyclane System
title_full_unstemmed Photo- and Collision-Induced Isomerization of a Charge-Tagged Norbornadiene–Quadricyclane System
title_short Photo- and Collision-Induced Isomerization of a Charge-Tagged Norbornadiene–Quadricyclane System
title_sort photo- and collision-induced isomerization of a charge-tagged norbornadiene–quadricyclane system
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7416310/
https://www.ncbi.nlm.nih.gov/pubmed/32539402
http://dx.doi.org/10.1021/acs.jpclett.0c01198
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