Remote control of the synthesis of a [2]rotaxane and its shuttling via metal‐ion translocation

  • Remote control in an eight‐component network commanded both the synthesis and shuttling of a [2]rotaxane via metal‐ion translocation, the latter being easily monitored by distinct colorimetric and fluorimetric signals. Addition of zinc(II) ions to the red colored copper‐ion relay station rapidly liberated copper(I) ions and afforded the corresponding zinc complex that was visualized by a bright sky blue fluorescence at 460 nm. In a mixture of all eight components of the network, the liberated copper(I) ions were translocated to a macrocycle that catalyzed formation of a rotaxane by a double‐click reaction of acetylenic and diazide compounds. The shuttling frequency in the copper‐loaded [2]rotaxane was determined to k298=30 kHz (ΔH≠=62.3±0.6 kJ mol−1, ΔS≠=50.1±5.1 J mol−1 K−1, ΔG≠298=47.4 kJ mol−1). Removal of zinc(II) ions from the mixture reversed the system back generating the metal‐free rotaxane. Further alternate addition and removal of Zn2+ reversibly controlled the shuttling mode of the rotaxane in this eight‐component network where the ion translocation status was monitored by the naked eye.
Author:Indrajit Paul, Amit Ghosh, Michael BolteORCiD, Michael Schmittel
Pubmed Id:
Parent Title (English):ChemistryOpen
Place of publication:Weinheim
Document Type:Article
Year of Completion:2019
Date of first Publication:2019/11/19
Publishing Institution:Universitätsbibliothek Johann Christian Senckenberg
Release Date:2020/05/20
Tag:chemical signaling; colorimetric signals; metal-ion translocation; remote control; rotaxane shuttling
Page Number:6
First Page:1355
Last Page:1360
This is an open access article under the terms of the Creative Commons Attribution‐NonCommercial License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes.
Institutes:Biochemie, Chemie und Pharmazie / Biochemie und Chemie
Dewey Decimal Classification:5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften
Licence (English):License LogoCreative Commons - Namensnennung-Nicht kommerziell 4.0