Issue 18, 2011

Molecular pentagonal tiling: self-assemblies of pentagonal-shaped macrocycles at liquid/solid interfaces

Abstract

We present a systematic scanning tunneling microscopy study on the 2D self-assembly of pentagonal shaped macrocycles at the liquid/solid interface to gain insight about 2D pentagonal molecular crystallization. Macrocycles with alkyl ester groups form an anti-parallel type linear pattern mainly via favorable intermolecular interactions between the interdigitated alkyl chains at the 1,2,4-trichlorobenzene (TCB)/graphite interface. On the other hand, at the TCB/Au(111) interface, they showed a random pattern and an anti-parallel type linear pattern. The selection between both motifs is ascribed to the balance between the intermolecular and molecule–substrate interactions. Most interestingly, the parent molecule forms dense anti-parallel and parallel linear patterns reflecting the intrinsic pentagonal core shape. Moreover, bright and mobile spots were often observed in the networks to occupy free spaces, including the cavity of the macrocycles, which we attribute to a co-adsorbed solvent molecule or Au ion.

Graphical abstract: Molecular pentagonal tiling: self-assemblies of pentagonal-shaped macrocycles at liquid/solid interfaces

Supplementary files

Article information

Article type
Paper
Submitted
20 Mar 2011
Accepted
26 Apr 2011
First published
25 May 2011

CrystEngComm, 2011,13, 5551-5558

Molecular pentagonal tiling: self-assemblies of pentagonal-shaped macrocycles at liquid/solid interfaces

K. Tahara, T. Balandina, S. Furukawa, S. De Feyter and Y. Tobe, CrystEngComm, 2011, 13, 5551 DOI: 10.1039/C1CE05336A

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