Back and forth motions of the acid–base-operated molecular switch 1 are photo-controlled by irradiation of a solution, which also contains the photolabile pre-fuel 4. The photo-stimulated deprotection of the pre-fuel produces controlled amounts of acid 2, the base-promoted decarboxylation of which fuels the back and forth motions of the Sauvage-type [2]-catenane-based molecular switch. Because switch 1 and pre-fuel 4 do not interact in the absence of irradiation, an excess of the latter with respect to 1 can be added to the solution from the beginning. In principle, photocontrol of the back and forth motions of any molecular machine, the operation of which is guided by protonation/deprotonation, could be attained by use of pre-fuel 4, or of any other protected acid that undergoes deprotection by irradiation with light at a proper wavelength, followed by decarboxylation under conveniently mild conditions.

Photoinduced release of a chemical fuel for acid–base-operated molecular machines / Biagini, Chiara; Di Pietri, Flaminia; Mandolini, Luigi; Lanzalunga, Osvaldo; DI STEFANO, Stefano. - In: CHEMISTRY-A EUROPEAN JOURNAL. - ISSN 0947-6539. - STAMPA. - 24:40(2018), pp. 10122-10127. [10.1002/chem.201800474]

Photoinduced release of a chemical fuel for acid–base-operated molecular machines

Biagini, Chiara;MANDOLINI, Luigi;LANZALUNGA, Osvaldo;DI STEFANO, Stefano
2018

Abstract

Back and forth motions of the acid–base-operated molecular switch 1 are photo-controlled by irradiation of a solution, which also contains the photolabile pre-fuel 4. The photo-stimulated deprotection of the pre-fuel produces controlled amounts of acid 2, the base-promoted decarboxylation of which fuels the back and forth motions of the Sauvage-type [2]-catenane-based molecular switch. Because switch 1 and pre-fuel 4 do not interact in the absence of irradiation, an excess of the latter with respect to 1 can be added to the solution from the beginning. In principle, photocontrol of the back and forth motions of any molecular machine, the operation of which is guided by protonation/deprotonation, could be attained by use of pre-fuel 4, or of any other protected acid that undergoes deprotection by irradiation with light at a proper wavelength, followed by decarboxylation under conveniently mild conditions.
2018
catenane; chemical fuels; molecular machines; molecular motions; photochemical control
01 Pubblicazione su rivista::01a Articolo in rivista
Photoinduced release of a chemical fuel for acid–base-operated molecular machines / Biagini, Chiara; Di Pietri, Flaminia; Mandolini, Luigi; Lanzalunga, Osvaldo; DI STEFANO, Stefano. - In: CHEMISTRY-A EUROPEAN JOURNAL. - ISSN 0947-6539. - STAMPA. - 24:40(2018), pp. 10122-10127. [10.1002/chem.201800474]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/1132470
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