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Design, Synthesis, and Isomerization Studies of Light-Driven Molecular Motors for Single Molecular Imaging

[Image: see text] The design of a multicomponent system that aims at the direct visualization of a synthetic rotary motor at the single molecule level on surfaces is presented. The synthesis of two functional motors enabling photochemical rotation and fluorescent detection is described. The light-dr...

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Autores principales: Chen, Jiawen, Vachon, Jérôme, Feringa, Ben L.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2018
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5987184/
https://www.ncbi.nlm.nih.gov/pubmed/29741383
http://dx.doi.org/10.1021/acs.joc.8b00654
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author Chen, Jiawen
Vachon, Jérôme
Feringa, Ben L.
author_facet Chen, Jiawen
Vachon, Jérôme
Feringa, Ben L.
author_sort Chen, Jiawen
collection PubMed
description [Image: see text] The design of a multicomponent system that aims at the direct visualization of a synthetic rotary motor at the single molecule level on surfaces is presented. The synthesis of two functional motors enabling photochemical rotation and fluorescent detection is described. The light-driven molecular motor is found to operate in the presence of a fluorescent tag if a rigid long rod (32 Å) is installed between both photoactive moieties. The photochemical isomerization and subsequent thermal helix inversion steps are confirmed by (1)H NMR and UV–vis absorption spectroscopies. In addition, the tetra-acid functioned motor can be successfully grafted onto amine-coated quartz and it is shown that the light responsive rotary motion on surfaces is preserved.
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spelling pubmed-59871842018-06-06 Design, Synthesis, and Isomerization Studies of Light-Driven Molecular Motors for Single Molecular Imaging Chen, Jiawen Vachon, Jérôme Feringa, Ben L. J Org Chem [Image: see text] The design of a multicomponent system that aims at the direct visualization of a synthetic rotary motor at the single molecule level on surfaces is presented. The synthesis of two functional motors enabling photochemical rotation and fluorescent detection is described. The light-driven molecular motor is found to operate in the presence of a fluorescent tag if a rigid long rod (32 Å) is installed between both photoactive moieties. The photochemical isomerization and subsequent thermal helix inversion steps are confirmed by (1)H NMR and UV–vis absorption spectroscopies. In addition, the tetra-acid functioned motor can be successfully grafted onto amine-coated quartz and it is shown that the light responsive rotary motion on surfaces is preserved. American Chemical Society 2018-05-09 2018-06-01 /pmc/articles/PMC5987184/ /pubmed/29741383 http://dx.doi.org/10.1021/acs.joc.8b00654 Text en Copyright © 2018 American Chemical Society This is an open access article published under a Creative Commons Non-Commercial No Derivative Works (CC-BY-NC-ND) Attribution License (http://pubs.acs.org/page/policy/authorchoice_ccbyncnd_termsofuse.html) , which permits copying and redistribution of the article, and creation of adaptations, all for non-commercial purposes.
spellingShingle Chen, Jiawen
Vachon, Jérôme
Feringa, Ben L.
Design, Synthesis, and Isomerization Studies of Light-Driven Molecular Motors for Single Molecular Imaging
title Design, Synthesis, and Isomerization Studies of Light-Driven Molecular Motors for Single Molecular Imaging
title_full Design, Synthesis, and Isomerization Studies of Light-Driven Molecular Motors for Single Molecular Imaging
title_fullStr Design, Synthesis, and Isomerization Studies of Light-Driven Molecular Motors for Single Molecular Imaging
title_full_unstemmed Design, Synthesis, and Isomerization Studies of Light-Driven Molecular Motors for Single Molecular Imaging
title_short Design, Synthesis, and Isomerization Studies of Light-Driven Molecular Motors for Single Molecular Imaging
title_sort design, synthesis, and isomerization studies of light-driven molecular motors for single molecular imaging
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5987184/
https://www.ncbi.nlm.nih.gov/pubmed/29741383
http://dx.doi.org/10.1021/acs.joc.8b00654
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