Open AccessStereospecific Epitaxial Growth of Bilayered Porous Molecular Networks
Author(s) -
Yuan Fang,
Benjamin Lindner,
Iris Destoop,
Takashi Tsuji,
Zhenzhe Zhang,
Rustam Z. Khaliullin,
Dmitrii F. Perepichka,
Kazukuni Tahara,
Steven De Feyter,
Yoshito Tobe
Publication year - 2020
Publication title -
journal of the american chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 7.115
H-Index - 612
eISSN - 1520-5126
pISSN - 0002-7863
DOI - 10.1021/jacs.0c00108
Subject(s) - chemistry , supramolecular chemistry , bilayer , scanning tunneling microscope , van der waals force , chirality (physics) , crystallography , epitaxy , enantiomer , chemical physics , layer (electronics) , nanotechnology , stereochemistry , membrane , molecule , organic chemistry , symmetry breaking , crystal structure , materials science , biochemistry , nambu–jona lasinio model , chiral symmetry breaking , physics , quantum mechanics
Stereocontrolled multilayer growth of supramolecular porous networks at the interface between graphite and a solution was investigated. For this study, we designed a chiral dehydrobenzo[12]annulene (DBA) building block bearing alkoxy chains substituted at the 2 position with hydroxy groups, which enable van der Waals stabilization in a layer and potential hydrogen-bonding interactions between the layers. Bias voltage-dependent scanning tunneling microscopy (STM) experiments revealed the diastereospecificity of the bilayer with respect to both the intrinsic chirality of the building blocks and the supramolecular chirality of the self-assembled networks. Top and bottom layers within the same crystalline domain were composed of the same enantiomers but displayed opposite supramolecular chiralities.
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