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Quinoline‐Derived Two‐Photon‐Sensitive Octupolar Probes

A systematic study on quinoline‐derived light sensitive probes, having third‐order rotational symmetry is presented. The electronically linked octupolar structures show considerably improved linear and nonlinear photophysical properties under one‐ and two‐photon irradiation conditions compared to th...

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Detalles Bibliográficos
Autores principales: Dunkel, Petra, Petit, Morgane, Dhimane, Hamid, Blanchard‐Desce, Mireille, Ogden, David, Dalko, Peter I.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5641908/
https://www.ncbi.nlm.nih.gov/pubmed/29046861
http://dx.doi.org/10.1002/open.201700097
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author Dunkel, Petra
Petit, Morgane
Dhimane, Hamid
Blanchard‐Desce, Mireille
Ogden, David
Dalko, Peter I.
author_facet Dunkel, Petra
Petit, Morgane
Dhimane, Hamid
Blanchard‐Desce, Mireille
Ogden, David
Dalko, Peter I.
author_sort Dunkel, Petra
collection PubMed
description A systematic study on quinoline‐derived light sensitive probes, having third‐order rotational symmetry is presented. The electronically linked octupolar structures show considerably improved linear and nonlinear photophysical properties under one‐ and two‐photon irradiation conditions compared to the corresponding monomers. Photolysis of the three acetate derivatives shows strong structure dependency: whereas irradiation of the 6‐ and 7‐aminoquinoline derivatives resulted in fast intramolecular cyclization and only trace amounts of fragmentation products, the 8‐aminoquinoline derivative afforded clean and selective photolysis, with a sequential release of their acetate groups (δ (u) ([730])=0.67 GM).
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spelling pubmed-56419082017-10-18 Quinoline‐Derived Two‐Photon‐Sensitive Octupolar Probes Dunkel, Petra Petit, Morgane Dhimane, Hamid Blanchard‐Desce, Mireille Ogden, David Dalko, Peter I. ChemistryOpen Full Papers A systematic study on quinoline‐derived light sensitive probes, having third‐order rotational symmetry is presented. The electronically linked octupolar structures show considerably improved linear and nonlinear photophysical properties under one‐ and two‐photon irradiation conditions compared to the corresponding monomers. Photolysis of the three acetate derivatives shows strong structure dependency: whereas irradiation of the 6‐ and 7‐aminoquinoline derivatives resulted in fast intramolecular cyclization and only trace amounts of fragmentation products, the 8‐aminoquinoline derivative afforded clean and selective photolysis, with a sequential release of their acetate groups (δ (u) ([730])=0.67 GM). John Wiley and Sons Inc. 2017-07-20 /pmc/articles/PMC5641908/ /pubmed/29046861 http://dx.doi.org/10.1002/open.201700097 Text en © 2017 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution (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
Dunkel, Petra
Petit, Morgane
Dhimane, Hamid
Blanchard‐Desce, Mireille
Ogden, David
Dalko, Peter I.
Quinoline‐Derived Two‐Photon‐Sensitive Octupolar Probes
title Quinoline‐Derived Two‐Photon‐Sensitive Octupolar Probes
title_full Quinoline‐Derived Two‐Photon‐Sensitive Octupolar Probes
title_fullStr Quinoline‐Derived Two‐Photon‐Sensitive Octupolar Probes
title_full_unstemmed Quinoline‐Derived Two‐Photon‐Sensitive Octupolar Probes
title_short Quinoline‐Derived Two‐Photon‐Sensitive Octupolar Probes
title_sort quinoline‐derived two‐photon‐sensitive octupolar probes
topic Full Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5641908/
https://www.ncbi.nlm.nih.gov/pubmed/29046861
http://dx.doi.org/10.1002/open.201700097
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