Chromatographic resolution of enantiomers on a chiral stationary phase physically anchored to porous graphitic carbon

A chrysene-tartramide derived chiral stationary phase (CSP) was prepared and adsorbed onto the surface of porous graphitic carbon (Hypercarb). The stereoselective properties of the carbon-based chiral stationary phase was evaluated in a pre-packed high-performance liquid chromatography column, The carbon-based CSP was found to be capable of separating the enantiomers of a range of compounds including 1,1'-bi(2-naphthol), 2,2-diaminobinaphthalene, 1,5-hexadiene-3,4-diol, benzoin, 1,4-di-O-benzylthreitol, 1,1'-binaphthalene-2,2'-diylhydrogenphosphate, propranolol, nadolol and labetolol using a non-aqueous mobile phase. The addition of ammonium acetate to the mobile phase was found to improve the resolution of enantiomers for 1,1/-binaphthalene-2,2'-diylhydrogenphosphate propranolol, nadolol and labetolol, The amount of chrysene-tartramide adsorbed on porous graphitic carbon was calculated from the cycling process and the value corresponded to 2.6% by mass of porous graphitic carbon.