《Perfluoroalkylated anthracene endoperoxide: Synthesis, characterization, crystal structure analysis, and computational insights》 was written by Putta, Anjaneyulu; Sykes, Andrew G.; Sun, Haoran. Formula: C14H8Br2 And the article was included in Journal of Fluorine Chemistry in 2020. The article conveys some information:
Aromatic endoperoxides serve as important intermediate species toward generating singlet state oxygen, which is key to photodynamic therapy applications. Gaining insights for fine-tuning endoperoxide stability and degree of oxygen-oxygen bond activation is of fundamental and practical interest for the chem. and medicinal communities. We report here that 9,10-bisperfluorooctyl-anthracene, upon exposing to light and air, is almost quant. converted to 9,10-bisperfluorooctyl-anthracene endoperoxide (compound 1) at room temperature 1H NMR spectra and the X-ray crystal structure revealed that the resulting compound 1 is stable at room temperature without further decomposition The crystal structure anal. showed that the compound 1 is stabilized by F···O intramol. interactions along with F···F, F···H and F···C intermol. interactions. DFT calculations further indicate that the degree of oxygen-oxygen bond activation in anthracene endoperoxides, reflected as changes of O-O, C-O bond distances, may not solely depend on the electronic effect of substituents at the 9,10- positions. This uncertainty warrants further investigation both exptl. and computationally. The experimental part of the paper was very detailed, including the reaction process of 9,10-Dibromoanthracene(cas: 523-27-3Formula: C14H8Br2)
9,10-Dibromoanthracene(cas: 523-27-3) is a dibrominated polycyclic aromatic hydrocarbon (PAH). 9,10-Dibromoanthracene is often used as an energy acceptor and activator in reactions that produce chemiluminescence.Formula: C14H8Br2
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary