Stereospecific Epitaxial Growth of Bilayered Porous Molecular Networks

Yuan Fang; Benjamin D. Lindner; Iris Destoop; Takashi Tsuji; Zhenzhe Zhang; Rustam Z. Khaliullin; Dmitrii F. Perepichka; Kazukuni Tahara; Steven De Feyter; Yoshito Tobe

doi:10.1021/jacs.0c00108

Stereospecific Epitaxial Growth of Bilayered Porous Molecular Networks

Yuan Fang, Benjamin D. Lindner, Iris Destoop, Takashi Tsuji, Zhenzhe Zhang, Rustam Z. Khaliullin, Dmitrii F. Perepichka, Kazukuni Tahara, Steven De Feyter^*, Yoshito Tobe

^*Corresponding author for this work

Department of Applied Chemistry

Research output: Contribution to journal › Article › peer-review

14 Scopus citations

Abstract

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.

Original language	English
Pages (from-to)	8662-8671
Number of pages	10
Journal	Journal of the American Chemical Society
Volume	142
Issue number	19
DOIs	https://doi.org/10.1021/jacs.0c00108
State	Published - 13 May 2020

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abstract = "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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AU - Fang, Yuan

AU - Lindner, Benjamin D.

AU - Destoop, Iris

AU - Tsuji, Takashi

AU - Zhang, Zhenzhe

AU - Khaliullin, Rustam Z.

AU - Perepichka, Dmitrii F.

AU - Tahara, Kazukuni

AU - Feyter, Steven De

AU - Tobe, Yoshito

PY - 2020/5/13

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AB - 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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Stereospecific Epitaxial Growth of Bilayered Porous Molecular Networks

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