The Burgeoning of Mechanically Interlocked Molecules in Chemistry

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The Burgeoning of Mechanically Interlocked Molecules in Chemistry Damien Sluysmans, J. Fraser Stoddart  Trends in Chemistry  DOI: 10.1016/j.trechm.2019.02.013 Copyright © 2019 Elsevier Inc. Terms and Conditions

Figure 1 Ring-Through-Ring Shuttling of a [3]Rotaxane. As part of a novel original mechanically interlocked molecule architecture, this [3]rotaxane comprises two rings of different sizes threaded along a dumbbell component. The exchange between the rings’ positions involves a ring-through-ring shuttling mechanism. Reprinted, with permission, from [20]. Trends in Chemistry DOI: (10.1016/j.trechm.2019.02.013) Copyright © 2019 Elsevier Inc. Terms and Conditions

Figure 2 A Rotaxane-like Architecture Stoppered by a Molecular Knot. By tying and untying a molecular knot, Leigh and coworkers [39] were able to secure and release, respectively, a macrocycle from the molecular thread of a [2]rotaxane. The reversible aspect of tying/untying a knot reveals considerable potential for molecular knots integrated in molecules with unprecedented functionalities. Reproduced, with permission, from [39]. Trends in Chemistry DOI: (10.1016/j.trechm.2019.02.013) Copyright © 2019 Elsevier Inc. Terms and Conditions

Figure 3 Force-Induced Shuttling of a Single Rotaxane. Molecular structure of a [2]rotaxane (left) and the experimental design of the single-molecule investigation in aqueous solution (right). Ibarra and coworkers [48] attached a single molecular shuttle between two optically trapped beads and probed the force-induced movement of a ring along the rotaxane’s axle. Crucial information on the mechanics and dynamics of the movement can be obtained from single-molecule investigations. Reproduced, with permission, from [48]. Trends in Chemistry DOI: (10.1016/j.trechm.2019.02.013) Copyright © 2019 Elsevier Inc. Terms and Conditions

Figure 4 Artificial Ion Transporter Across Lipid Bilayers. A [2]rotaxane mimicking the function of channel proteins was synthesized for its integration into lipid bilayers. The threaded ring is able to shuttle stochastically along the dumbbell, directly followed by another covalently bonded ring. The use of the second ring as an ion carrier allows the transport of potassium ions within the bilayer. Reprinted, with permission, from [59]. Trends in Chemistry DOI: (10.1016/j.trechm.2019.02.013) Copyright © 2019 Elsevier Inc. Terms and Conditions

Figure 5 Synthesis of a Catalyst by an Artificial Molecular Machine [66]. An original rotaxane-based molecular machine was synthesized to sequentially add monomers attached along its track to a ring-bearing growing oligomer. The polydispersity information is transferred from the living polymerization into the oligomer synthesized by the artificial machine. In this example, the oligomer obtained can adopt a specific conformation and act as a catalyst for an epoxidation. Reprinted, with permission, from [66]. Trends in Chemistry DOI: (10.1016/j.trechm.2019.02.013) Copyright © 2019 Elsevier Inc. Terms and Conditions

Figure I Mechanically Interlocked Molecules (MIMs), Gathering Molecules from Different Fields. A Venn diagram showing the grouping of MIMs (rotaxanes, catenanes, and knots) from supramolecular chemistry, mechanostereochemistry, and chemical topology. Reprinted, with permission, from [2]. Trends in Chemistry DOI: (10.1016/j.trechm.2019.02.013) Copyright © 2019 Elsevier Inc. Terms and Conditions