Solid-state circularly polarised luminescence of atropisomeric fluorophores embedded in achiral myo-inositol-containing polyurethanes

We investigated the ground- and photoexcited-state chiralities of two chiral fluorophores with a rigid framework embedded in two achiral polyurethanes as the solid matrices. As the fluorophores, we used two pairs of atropisomeric binaphthyl derivatives, (R)-(-)-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate [(R)-1a] and (R)-(-)-(3,5-dioxa-4-phosphacyclohepta-[2,1-a:3,4-a']dinaphthalen-4-yl)-dimethylamine [(R)-1b], and for comparison, their optical antipodes (S)-1a and (S)-1b. As the solid matrices, we used two soluble achiral polyurethanes (2a and 2b) derived from the naturally occurring myo-inositol as the building block, because these polymers had a high glass transition temperature of similar to 150 degrees C. The chiral fluorophores in the polyurethanes emitted circularly polarised luminescence with a high circular anisotropy of similar to 0.6-1.5 x 10(-3). Regardless of the matrix, (R)- and (S)-1a had nearly mirror-image chiroptical properties in the ground and photoexcited states, as did (R) -and (S)-1b.