55709-41-6Relevant articles and documents
Molecular asterisks with a persulfurated benzene core are among the strongest organic phosphorescent emitters in the solid state
Fermi, Andrea,Bergamini, Giacomo,Peresutti, Romain,Marchi, Enrico,Roy, Myriam,Ceroni, Paola,Gingras, Marc
, p. 113 - 122 (2014/08/18)
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.
Rhodium-catalyzed substitution reaction of aryl fluorides with disulfides: P-orientation in the polyarylthiolation of polyfluorobenzenes
Arisawa, Mieko,Suzuki, Takaaki,Ishikawa, Tomofumi,Yamaguchi, Masahiko
supporting information; scheme or table, p. 12214 - 12215 (2009/02/04)
In the presence of a catalytic amount of RhH(PPh3)4 and 1,2-bis(diphenylphosphino)benzene, an aromatic fluoride, an organic disulfide (0.5 equiv), and triphenylphosphine (0.5 equiv) reacted in refluxing chlorobenzene to give an aryl sulfide in high yield. Since triphenylphosphine trapped fluoride atoms forming phosphine difluoride, both organothio groups of the disulfide reacted effectively, and the fluoride substituent reacted more readily than the chloride and bromide. The reaction of hexafluorobenzene and a diaryl disulfide gave 1,4-diarylthio-2,3,5,6-tetrafluorobenzene, 1,2,4,5-tetraarylthio-3,6-difluorobenzene, and hexaarylthiobenzene in a stepwise manner; pentafluorobenzene gave 1-arylthio-2,3,5,6-tetrafluorobenzene; 1,2,3,4-tetrafluorobenzene gave 1,2-diarylthio-3,6-difluorobenzene; and 1,2,4,5-tetrafluorobenzene gave 1,4-diarylthio-2-5-difluorobenzene. The polyarylthiolation reaction of polyfluorobenzenes exhibited a strong tendency to form 1,4-difluorobenzenes. Copyright
AN EFFICIENT SYNTHESIS OF HEXA-SUBSTITUTED BENZENES AND THE DISCOVERY OF A NOVEL HOST CONFORMATION FOR HEXAKIS(β-NAPHTHYLTHIO)BENZENE
MacNicol, David D.,Mallinson, Paul R.,Murphy, Anthony,Sym, Gordon J.
, p. 4131 - 4134 (2007/10/02)
The title host molecule (III) has been synthesised by reaction of hexachlorobenzene with an excess of the sodium salt of β-mercaptonaphthalene in 1,3-dimethyl-2-imidazolidinone (DMEU) as solvent; other hexakis(arylthio)benzenes, hexakis(phenoxy)benzene (I
