Abstract
Alongside the use of metal cations and π–π stacking, hydrogen bonding is one of the major templating interactions used to prepare rotaxanes and catenanes. In this review, a brief summary of key historical milestones will be followed by discussion of developments from over the last decade in both synthetic methodology and application of hydrogen bond templated interlocked molecules. Hydrogen bond templation can allow for rapid access to interlocked molecules in high yields, with select examples having been put to useful purpose, in applications such as organocatalysis and cellular imaging.
Highlights
IntroductionRotaxanes (macrocyclic ring(s) trapped on a stoppered axle, Figure 1a), and catenanes (interlocked macrocyclic rings, Figure 1b) represent the two principal classes of interlocked molecules
Rotaxanes1 (macrocyclic ring(s) trapped on a stoppered axle, Figure 1a), and catenanes2 represent the two principal classes of interlocked molecules
Nick Evans graduated from Wadham College, University of Oxford with a First Class Masters in Chemistry (2006), before obtaining a DPhil in Inorganic Chemistry (2011), having worked on anion sensing rotaxanes and catenanes in the group of Prof Paul Beer
Summary
Rotaxanes (macrocyclic ring(s) trapped on a stoppered axle, Figure 1a), and catenanes (interlocked macrocyclic rings, Figure 1b) represent the two principal classes of interlocked molecules Such molecules are most well known for their potential to act as components of molecular machines due to the possibility of large amplitude motion of their interlocked components.. After undertaking postdoctoral research on luminescent lanthanide complexes with Prof David Parker at Durham University, he became a lecturer at the newly re-opened Department of Chemistry at Lancaster University in 2013 His current research interests are in the area of functional supramolecular chemistry, seeking to exploit hydrogen bond templated rotaxanes and catenanes in useful applications. This review will discuss recent progress in both the synthesis and application of hydrogen bond templated rotaxanes and catenanes. Examples of ammonium-crown ether and anion templated interlocked molecules are not discussed
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