Hussain, Waseem A.; Plunkett, Kyle N. published their research in Journal of Organic Chemistry in 2021. The article was titled 《Benzodithiophene-Fused Cyclopentannulated Aromatics via a Palladium-Catalyzed Cyclopentannulation and Scholl Cyclodehydrogenation Strategy》.Reference of 9,10-Dibromoanthracene The article contains the following contents:
The synthesis of a new class of cyclopenta-fused polyaromatic hydrocarbon (CP-PAH) incorporating fused benzodithiophene subunits was reported. These CP-PAHs were prepared utilizing a two-step process involving a palladium catalyzed cyclopentannulation followed by a Scholl cyclodehydrogenation. This work broadens the scope of annulation chem. by employing 1,2-bis(5-hexylthiophen-3-yl)ethyne and dibromoaryl derivatives based on 9,10-dibromoanthracene, 3,8-dibromopyrene, and 3,9-dibromoperylene. Scholl cyclodehydrogenation of the pendant thiophene units provided access to the π-extended polyaromatic systems that possess helicene-like fragments. The anthracene-based CP-PAH was contorted owing to [5]helicene-like arrangements, while the pyrene- and perylene-based systems were essentially planar. The fully conjugated small mols. give low optical gaps (1.7-2.1 eV) with broad light absorption. The HOMO and LUMO energies of the CP-PAHs were found to be in the range of -5.48 to -5.05 eV and -3.48 to -3.14 eV. Finally, the anthracene-based CP-PAH was found to be a p-type semiconductor when tested in an organic field effect transistor.9,10-Dibromoanthracene(cas: 523-27-3Reference of 9,10-Dibromoanthracene) was used in this study.
9,10-Dibromoanthracene(cas: 523-27-3) can be sublimated and oxidized to generate anthraquinone. Soluble in hot benzene and hot toluene, slightly soluble in alcohol, ether and cold benzene, insoluble in water.Reference of 9,10-Dibromoanthracene
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary