217-54-9Relevant academic research and scientific papers
Chrysene-Based Blue Emitters
Nathusius, Marvin,Ejlli, Barbara,Rominger, Frank,Freudenberg, Jan,Bunz, Uwe H. F.,Müllen, Klaus
supporting information, p. 15089 - 15093 (2020/10/21)
Chrysene and its bisbenzannulated homologue, naphtho[2,3-c]tetraphene, were synthesized through a PtCl2-catalyzed cyclization of alkynes, which also furnished corresponding biaryls subsequent to a Glaser coupling reaction of the starting alkynes. The optoelectronic properties of 5,5′-bichrysenyl and 6,6′-binaphtho[2,3-c]tetraphene were compared to their chrysene-based “monomers”. Oxidative cyclodehydrogenations of bichrysenyl and its higher homologue towards large nanographenes were also investigated.
OXIDATION OF ARENES BY MOLTEN GALLIUM(III) CHLORIDE
Dworkin, A. S.,Brown, L. L.,Buchanan, A. C.,Smith, G. P.
, p. 2727 - 2730 (2007/10/02)
Molten, anhydrous Ga2Cl6 at 100-130 deg C readily oxidizes pyrene, anthracene and naphthacene with the concomitant reduction of Ga(III) to Ga(I).Dilute solutions of these arenes (ArH) are oxidized to their radical cations (ArH+.), wich decay very slowly in Ga2Cl6, while more concentrated solutions are oxidized to stable arenium ions (ArH2+) with hydrogen derived from aryl-aryl coupling reactions.
Twin Annulation of Naphthalene via a 1,5-Naphthodiyne Synthon. New Syntheses of Chrysene and Dibenzochrysene
LeHoullier, Craig S.,Gribble, Gordon W.
, p. 1682 - 1685 (2007/10/02)
New, efficient syntheses of chrysene (1), dibenzochrysene (16), and derivatives are described that feature, as the key step, the formal cycloaddition between 1,5-naphthodiyne (3) and a heterocyclic diene (furan, pyrroles, isoindoles).Subsequent manipulation affords the arene in 26-49percent overall yield from commercially available 2,6-dibromo-1,5-dihydroxynaphthalene (5).The latter is easily converted to ditosylate 6, which, with phenyllithium, serves as a synthon for 3.
