In 2022,Asfandiarov, N. L.; Muftakhov, M. V.; Rakhmeev, R. G.; Safronov, A. M.; Markova, A. V.; Pshenichnyuk, S. A. published an article in Journal of Electron Spectroscopy and Related Phenomena. The title of the article was 《Non covalent bonds in some bromo-substituted aromatic anions》.Name: 9,10-Dibromoanthracene The author mentioned the following in the article:
Four bromo-substituted derivatives of naphthalene and anthracene were studied by means of Dissociative Electron Attachment Spectroscopy. Long-lived mol. anions with lifetimes ranging from 25 to 144μs were observed in all mols. under investigation. In all cases mol. anion fragmentation is poor: only the Br- , [M-Br]- and (with very small intensity) [M-H]- species were observed, except for the case of 9,10-Br2-anthracene. It was shown that the presence of long-lived mol. anions in 1-Br- and 2-Br-naphthalene (τa = 26μs and τa = 25μs, resp.) does not contradict the fact that their dissociation rates measured by the pulse radiolysis method are fairly large (1.0 x1010 s-1 and 1.8 x1010 s-1, resp.). Scanning the potential energy surface of anions in the process of positioning a bromine anion around a polarized aromatic radical revealed the presence of a series of local min. separated by potential barriers. It is inferred that the most energetically favorable structures of the 1-Br- and 2-Br-naphthalene anions should be interpreted as complexes of the bromide anion bound to the polarized aromatic radical by non-covalent Br-H bonds. Similar local min. were found in the 9-Br- and 9,10-Br2-anthracene anions, but the energies of these structures are significantly higher than those of the “”standard”” anionic structures with a C-Br bond length of ∼1.93 Å. The EAas obtained with DFT CAM-B3LYP/6-311 +G(d,p) calculations are in acceptable agreement with the estimates made within the framework of the simple Arrhenius model from the lifetimes of mol. anions. In the experiment, the researchers used many compounds, for example, 9,10-Dibromoanthracene(cas: 523-27-3Name: 9,10-Dibromoanthracene)
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.Name: 9,10-Dibromoanthracene
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary