Molecular asterisks with a persulfurated benzene core are among the strongest organic phosphorescent emitters in the solid state

A series of functionalized persulfurated benzene molecules were synthesized. Their photophysical properties and crystal structures were analyzed. All compounds are non-emitting in solution at room temperature, but in a sharp contrast, quantum yields can be very high (up to 100%) in the solid state at 298 K or in a rigid matrix at low temperatures. This is a consequence of a decrease of intramolecular rotations and motions, but conformational and rotamer issues along with substituent effects might also play a role. These compounds are among the rare examples of highly phosphorescent organic materials, due to a Crystallization Induced Phosphorescence or to an Aggregation Induced Phosphorescence. Compound 1 is among the most phosphorescent solid known to date. They thus represent an alternative to heavy metal ion-based triplet emitters in solid state. (C) 2014 Elsevier Ltd. All rights reserved.