Remote Chiral Communication in Coadsorber‐Induced Enantioselective 2D Supramolecular Assembly at a Liquid/Solid Interface |
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| Authors: | Dr Ting Chen Shu‐Ying Li Prof Dong Wang Prof Man Yao Prof Li‐Jun Wan |
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| Institution: | 1. Key Laboratory of Molecular Nanostructure and Nanotechnology, Institute of Chemistry, Chinese Academy of Sciences and Beijing National Laboratory for Molecular Sciences, Beijing 100190 (P.R.China);2. University of the Chinese Academy of Sciences (China);3. School of Materials Sciences and Engineering, Dalian University of Technology, Dalian 116024 (P.R.China) |
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| Abstract: | Remote chiral communication in 2D supramolecular assembly at a liquid/solid interface was investigated at the molecular level. The stereochemical information in a chiral coadsorber was transmitted over a flexible spacer with a length of up to five methylene groups to a 2D supramolecular assembly of achiral building blocks with the cooperation of specific hydrogen bonding between the chiral coadsorber and achiral building blocks and the confinement effect during 2D crystallization. When the position of the stereogenic center was changed with respect to the stereocontrolling moiety, an odd–even effect was found. A stereogenic center closer to the stereocontrolling moiety transmitted the stereochemical information to the 2D supramolecular assembly more reliably. This result is beneficial not only for mechanistic understanding of chiral communication in 2D supramolecular assembly on surfaces but also for the rational design of homochiral supramolecular assemblies on surfaces. |
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| Keywords: | chiral communication interfaces scanning tunneling microscopy supramolecular assembly surface chirality |
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