55709-41-6Relevant academic research and scientific papers
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.
A persulfurated benzene molecule exhibits outstanding phosphorescence in rigid environments: From computational study to organic nanocrystals and OLED applications
Bergamini, Giacomo,Fermi, Andrea,Botta, Chiara,Giovanella, Umberto,Di Motta, Simone,Negri, Fabrizia,Peresutti, Romain,Gingras, Marc,Ceroni, Paola
, p. 2717 - 2724 (2013/05/21)
A molecule consisting of a hexathio-benzene core and peripheral tolyl substituents exhibits outstanding phosphorescence properties in some environments favoring rigidity, in the solid state and in a solid matrix at 77 K, while no luminescence is recorded
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
Redox properties of polythiarene derivatives. A novel class of electron acceptors
Tucker, James H. R.,Gingras, Marc,Brand, Holger,Lehn, Jean-Marie
, p. 1303 - 1308 (2007/10/03)
A series of polythiaarene derivatives has been synthesized and their redox properties studied.The charge stabilizing effect of the aryl sulfide groups that surround the central aromatic core promotes nucleophilic substitution and markedly facilities radical anion formation, leading to remarkably mild reduction potentials.Polythiaarene units may thus serve as electron accepting sites for the development of electron rich componenets for molecular electzronic devices.
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
