A comparison of circularly polarized luminescence (CPL) and circular dichroism (CD) characteristics of four axially chiral binaphthyl-2,2′-diyl hydrogen phosphate derivatives

The circularly polarized luminescence (CPL) property of (R)-(-)-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate with axial chirality has been previously reported, unfortunately, CPL from (R)-(-)-3,3'-bis(4-nitrophenyl)-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate with a 4-nitorobenzene group could not be observed in this work. However, CPL from the naphthalene unit was observed for (R)-(-)-3,3'-bis[3,5-bis(trifluoromethyl)phenyl]-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate with a bis(trifluoromethyl) phenyl group. Interestingly, in (R)-3,3'-bis(9-anthracenyl)-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate with an anthracene group, CPL was emitted from the anthracene unit due to efficient intramolecular chiral transfer. (C) 2013 Elsevier Ltd. All rights reserved.