Encoding Enantiomeric Molecular Chiralities on Graphene Basal Planes

Angew Chem Int Ed Engl. 2022 Apr 4;61(15):e202117815. doi: 10.1002/anie.202117815. Epub 2022 Feb 16.

Abstract

Graphene has demonstrated broad applications due to its prominent properties. Its molecular structure makes graphene achiral. Here, we propose a direct way to prepare chiral graphene by transferring chiral structural conformation from chiral conjugated amino acids onto graphene basal plane through π-π interaction followed by thermal fusion. Using atomic resolution transmission electron microscopy, we estimated an areal coverage of the molecular imprints (chiral regions) up to 64 % on the basal plane of graphene (grown by chemical vapor deposition). The high concentration of molecular imprints in their single layer points to a close packing of the deposited amino acid molecules prior to "thermal fusion". Such "molecular chirality-encoded graphene" was tested as an electrode in electrochemical enantioselective recognition. The chirality-encoded graphene might find use for other chirality-related studies and the encoding procedure might be extended to other two-dimensional materials.

Keywords: Amino Acids; Chiral Recognition; Chirality; Composite; Graphene.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acids / chemistry
  • Graphite*
  • Molecular Conformation
  • Molecular Structure
  • Stereoisomerism

Substances

  • Amino Acids
  • Graphite