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Supramolecular chiral host–guest nanoarchitecture induced by the selective assembly of barbituric acid derivative enantiomers

Xiaonan Sun 1 Fabien Silly 2 Francois Maurel 1 Changzhi Dong 1 
2 LEPO - Laboratoire d'Electronique et nanoPhotonique Organique
SPEC - UMR3680 - Service de physique de l'état condensé, IRAMIS - Institut Rayonnement Matière de Saclay
Abstract : Barbituric acid derivatives are prochiral molecules, i.e. they are chiral upon adsorption on surfaces. Scanning tunneling microscopy reveals that barbituric acid derivatives self-assemble into a chiral guest-host supramolecular architecture at the solid-liquid interface on graphite. The host nanoarchitecture has a sophisticated wavy shape pattern and paired guest molecules are nested insides the cavities of the host structure. Each unit cell of the host structure is composed of both enantiomers with a ratio of 1:1. Furthermore, the wavy patterns of the nanoarchitecture are formed from alternative appearance of left- and right-handed chiral building blocks, which makes the network heterochiral. The functional guest-host nanoarchitecture is the result of two-dimensional chiral amplification from single enantiomers to organizational heterochiral supramolecular self-assembly.
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Submitted on : Thursday, March 9, 2017 - 11:45:36 AM
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Xiaonan Sun, Fabien Silly, Francois Maurel, Changzhi Dong. Supramolecular chiral host–guest nanoarchitecture induced by the selective assembly of barbituric acid derivative enantiomers. Nanotechnology, Institute of Physics, 2016, 27 (42), ⟨10.1088/0957-4484/27/42/42LT01⟩. ⟨cea-01485673⟩

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