Chiral Porous Carbon Surfaces for Enantiospecific Synthesis

Abstract

Chiral surfaces, developed in the last decade, serve as media for enantioselective chemical reactions. Until today, they have been based mostly on developments in silica templating, and are made mainly from imprints of silicate materials developed a long time ago. Here, a chiral porous activated carbon surface was developed based on a chiral ionic liquid, and the surface chemistry and pore structure were studied to lay a new course of action in the field. The enantioselectivities of surfaces are examined by using variety of methods such as circular dichroism, linear sweep voltammetry and catalysis. These techniques revealed a 28.1% preference for the D enantiomer of the amino acid proline, and linear sweep voltammetry confirmed chirality recognition by another probe. An aldol surface chiral catalytic reaction was devised and allowed to determine the root of the enantiomeric excess. These results affirm the path toward a new type of chiral surface.

Polymeric Carbon Nitride with Chirality Inherited from Supramolecular Assemblies

“…To evaluate the potential use of MLTA 350 as a chiral recognition electrode, [22,61] we prepared an MLTA 350 film on FTO‐coated glass (MLTA 350/FTO) using a two‐step method consisting of doctor blading [62–64] followed by thermal condensation at 350 °C (see Figure S13a, the detailed procedure can be seen in experimental section). As shown by XRD analysis, the crystalline structure of MLTA/FTO was modified by the ethylene glycol that was added during the paste preparation, which is consistent with our previous findings (Figure S13b) [64–66] .…”

Enantioselective adsorption of ibuprofen enantiomers using chiral‐active carbon nanoparticles induced S‐α‐methylbenzylamine

“…Considerable effort has focused on chiral adsorbent materials with well-enantioselective recognition and separation ability in the last few years. A variety of solid chiral materials, such as chiral metal-organic frameworks (MOFs), 18 chiral covalent organic frameworks (COFs), 19 chiral molecularly imprinted polymers, 20 chiral organic-inorganic hybrid materials, 21 chiral polymers, 22,23 chiral porous and mesoporous silicas and carbons, [24][25][26][27][28][29][30][31] and various chiral nanoparticles and quantum dots (QDs), [32][33][34][35][36] are widely established and employed in asymmetric synthesis, recognition, and separation of chiral molecules. However, these materials in practical applications are often associated with certain disadvantages, such as complicated preparation, high cost, low chemical stability, toxicity, and poor universality.…”