In 2022,Xu, Kaidi; Li, Bin; Yao, Shibo; Li, Zhaoxian; Lu, Yunfeng; Dong, Ming; Qiu, Jianfeng; Luo, Liqiang; Li, Chunju published an article in Angewandte Chemie, International Edition. The title of the article was 《Modular Introduction of endo-Binding Sites in a Macrocyclic Cavity towards Selective Recognition of Neutral Azacycles》.Electric Literature of C14H8Br2 The author mentioned the following in the article:
Macrocycles with a functionalized interior, which is a general cavity feature of bioreceptors, are relatively hard to synthesize. Here authors report a modular strategy to customize diverse endo-binding sites in the macrocycle cavity. Only two steps are needed. First, one V-shaped functional module bearing an embedded binding site and two 2,5-dimethoxyphenyls as reaction modules are connected. Then the condensation of the resulting monomer and paraformaldehyde directly produces the designed macrocycle. V-shaped monomers are deliberately used to guarantee the binding sites equatorially directing inward into the cavity and 2,5-dimethoxyphenyls standing axially as macrocycle sidewalls. More than a dozen endo-functionalized macrocyclic receptors have been constructed. Host-guest complexation studies show that interior OH moieties in macrocycle I can strongly encapsulate neutral azacycles by forming inner hydrogen bonds, giving a high association constant of 4.59×104 M-1 in non-polar media. The results came from multiple reactions, including the reaction of 9,10-Dibromoanthracene(cas: 523-27-3Electric Literature of C14H8Br2)
9,10-Dibromoanthracene(cas: 523-27-3) is synthesized by the bromination of anthracene. The bromination reaction is carried out at room temperature using carbon tetrachloride as a solvent. Using 80-85% anthracene as raw material, adding bromine to react for half an hour, the yield is 83-88%.Electric Literature of C14H8Br2
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary