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Multimodal switching of a redox-active macrocycle

Daniel T. Payne, Whitney A. Webre, Yoshitaka Matsushita, Nianyong Zhu, Zdenĕk Futera, Jan Labuta, Wipakorn Jevasuwan, Naoki Fukata, John S. Fossey, Francis D’Souza, Katsuhiko Ariga, Wolfgang Schmitt and Jonathan P. Hill ()
Additional contact information
Daniel T. Payne: National Institute for Materials Science
Whitney A. Webre: University of North Texas
Yoshitaka Matsushita: National Institute for Materials Science (NIMS)
Nianyong Zhu: The University of Dublin
Zdenĕk Futera: University College Dublin, Belfield
Jan Labuta: National Institute for Materials Science
Wipakorn Jevasuwan: National Institute for Materials Science
Naoki Fukata: National Institute for Materials Science
John S. Fossey: University of Birmingham, Edgbaston
Francis D’Souza: University of North Texas
Katsuhiko Ariga: National Institute for Materials Science
Wolfgang Schmitt: The University of Dublin
Jonathan P. Hill: National Institute for Materials Science

Nature Communications, 2019, vol. 10, issue 1, 1-9

Abstract: Abstract Molecules that can exist in multiple states with the possibility of toggling between those states based on different stimuli have potential for use in molecular switching or sensing applications. Multimodal chemical or photochemical oxidative switching of an antioxidant-substituted resorcinarene macrocycle is reported. Intramolecular charge-transfer states, involving hemiquinhydrones are probed and these interactions are used to construct an oxidation-state-coupled molecular switching manifold that reports its switch-state conformation via striking variation in its electronic absorption spectra. The coupling of two different oxidation states with two different charge-transfer states within one macrocyclic scaffold delivers up to five different optical outputs. This molecular switching manifold exploits intramolecular coupling of multiple redox active substituents within a single molecule.

Date: 2019
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DOI: 10.1038/s41467-019-08978-5

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