Issue 9, 2022

Noncovalently bound and mechanically interlocked systems using pillar[n]arenes

Abstract

Pillar[n]arenes are pillar-shaped macrocyclic compounds owing to the methylene bridges linking the para-positions of the units. Owing to their unique pillar-shaped structures, these compounds exhibit various excellent properties compared with other cyclic host molecules, such as versatile functionality using various organic synthesis techniques, substituent-dependent solubility, cavity-size-dependent host–guest properties in organic media, and unit rotation along with planar chiral inversion. These advantages have enabled the high-yield synthesis and rational design of pillar[n]arene-based mechanically interlocked molecules (MIMs). In particular, new types of pillar[n]arene-based MIMs that can dynamically convert between interlocked and unlocked states through unit rotation have been produced. The highly symmetrical pillar-shaped structures of pillar[n]arenes result in simple NMR spectra, which are useful for studying the motion of pillar[n]arene wheels in MIMs and creating sophisticated MIMs with higher-order structures. The creation and application of polymeric MIMs based on pillar[n]arenes is also discussed.

Graphical abstract: Noncovalently bound and mechanically interlocked systems using pillar[n]arenes

Article information

Article type
Review Article
Submitted
26 feb 2022
First published
21 apr 2022

Chem. Soc. Rev., 2022,51, 3648-3687

Author version available

Noncovalently bound and mechanically interlocked systems using pillar[n]arenes

K. Kato, S. Fa, S. Ohtani, T. Shi, A. M. Brouwer and T. Ogoshi, Chem. Soc. Rev., 2022, 51, 3648 DOI: 10.1039/D2CS00169A

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