Directional Ring Translocation in a pH- and Redox-Driven Tristable [2]Rotaxane.

Autor: Andreoni L; Dipartimento di Chimica Industriale 'Toso Montanari', Università di Bologna, viale del Risorgimento 4, 40136, Bologna, Italy.; CLAN-Center for Light Activated Nanostructures, Institute ISOF-CNR, via Gobetti 101, 40129, Bologna, Italy., Groppi J; CLAN-Center for Light Activated Nanostructures, Institute ISOF-CNR, via Gobetti 101, 40129, Bologna, Italy.; Institute for Organic Synthesis and Photoreactivity (ISOF), National Research Council of Italy (CNR), Via P. Gobetti 101, 40129, Bologna, Italy., Seven Ö; CLAN-Center for Light Activated Nanostructures, Institute ISOF-CNR, via Gobetti 101, 40129, Bologna, Italy.; Institute for Organic Synthesis and Photoreactivity (ISOF), National Research Council of Italy (CNR), Via P. Gobetti 101, 40129, Bologna, Italy., Baroncini M; CLAN-Center for Light Activated Nanostructures, Institute ISOF-CNR, via Gobetti 101, 40129, Bologna, Italy.; Dipartimento di Scienze e Tecnologie Agro-alimentari, Università di Bologna, viale Fanin 44, 40127, Bologna, Italy., Credi A; Dipartimento di Chimica Industriale 'Toso Montanari', Università di Bologna, viale del Risorgimento 4, 40136, Bologna, Italy.; CLAN-Center for Light Activated Nanostructures, Institute ISOF-CNR, via Gobetti 101, 40129, Bologna, Italy., Silvi S; CLAN-Center for Light Activated Nanostructures, Institute ISOF-CNR, via Gobetti 101, 40129, Bologna, Italy.; Dipartimento di Chimica 'G. Ciamician', Università di Bologna, via Selmi 2, 40126, Bologna, Italy.
Jazyk: angličtina
Zdroj: Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2024 Sep 20, pp. e202414609. Date of Electronic Publication: 2024 Sep 20.
DOI: 10.1002/anie.202414609
Abstrakt: We describe the synthesis and characterization of a [2]rotaxane comprising a dibenzo-24-crown-8 (DB24C8) macrocyclic component and a thread containing three recognition sites: ammonium (AmH + ), bipyridinium (Bpy 2+ ) and triazolium (Trz + ). AmH + and Bpy 2+ are responsive to fully orthogonal stimuli, pH and electrochemical, which allows to precisely control the directional translation of the macrocycle along the axle. A better understanding of the processes driving the operation of the system was obtained thanks to an in-depth thermodynamic characterization. Orthogonal stimuli responsive tristable rotaxanes represent the starting point for the creation of linear motors and the development of molecular logic gates.
(© 2024 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH.)
Databáze: MEDLINE
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