Issue 30, 2019

Molecular recognition of planar and non-planar aromatic hydrocarbons through multipoint Ag–π bonding in a dinuclear metallo-macrocycle

Abstract

Exploration of a novel structural motif of host–guest interactions is one of the most fundamental topics to develop macrocycle-based host–guest/supramolecular systems. Herein, we present an unprecedented mode of inclusion of aromatic hydrocarbons into a macrocyclic cavity via multipoint Ag–π bonding as a driving force. A dinuclear AgI-macrocycle encapsulated one molecule of anthracene, a typical planar aromatic hydrocarbon, in solution and in the solid state. Single-crystal X-ray diffraction analysis of the host–guest inclusion complex revealed the binding of anthracene via multipoint Ag–π bonding to both AgI ions arranged within the open-ended nano-cavity of the dinuclear AgI-macrocycle. Notably, this binding motif based on Ag–π bonding was also applied to the inclusion of triptycene, a non-planar aromatic hydrocarbon with a steric tripodal structure, to evaluate the rotational motion of the molecular paddle-wheel in the AgI-macrocycle.

Graphical abstract: Molecular recognition of planar and non-planar aromatic hydrocarbons through multipoint Ag–π bonding in a dinuclear metallo-macrocycle

Supplementary files

Article information

Article type
Edge Article
Submitted
29 May 2019
Accepted
26 Jun 2019
First published
27 Jun 2019
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2019,10, 7172-7176

Molecular recognition of planar and non-planar aromatic hydrocarbons through multipoint Ag–π bonding in a dinuclear metallo-macrocycle

K. Omoto, S. Tashiro and M. Shionoya, Chem. Sci., 2019, 10, 7172 DOI: 10.1039/C9SC02619C

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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