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

Research output: Contribution to journalArticlepeer-review

1 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 languageEnglish
Pages (from-to)8662-8671
Number of pages10
JournalJournal of the American Chemical Society
Volume142
Issue number19
DOIs
StatePublished - 13 May 2020

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