Enhanced Reactivity for Aromatic Bromination via Halogen Bonding with Lactic Acid Derivatives was written by Baker, Sarah I.;Yaghoubi, Mahshid;Bidwell, Samantha L.;Pierce, Savannah L.;Hratchian, Hrant P.;Baxter, Ryan D.. And the article was included in Journal of Organic Chemistry in 2022.Application In Synthesis of 1-Bromopyrrolidine-2,5-dione This article mentions the following:
Herein, a new method for regioselective aromatic bromination using lactic acid derivatives as halogen bond acceptors with N-bromosuccinimide (NBS) is reported. Several structural analogs of lactic acid affected the efficiency of aromatic brominations, presumably via Lewis acid/base halogen-bonding interactions. Rate comparisons of aromatic brominations demonstrated the reactivity enhancement available via catalytic additives capable of halogen bonding. Computational results demonstrated that Lewis basic additives interact with NBS to increase the electropos. character of bromine prior to electrophilic transfer. An optimized procedure using catalytic mandelic acid under aqueous conditions at room temperature has been developed to promote aromatic bromination on a variety of arene substrates with complete regioselectivity. In the experiment, the researchers used many compounds, for example, 1-Bromopyrrolidine-2,5-dione (cas: 128-08-5Application In Synthesis of 1-Bromopyrrolidine-2,5-dione).
1-Bromopyrrolidine-2,5-dione (cas: 128-08-5) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. Organobromine compounds have fallen under increased scrutiny for their environmental impact. One prominent application of synthetic organobromine compounds is the use of polybrominated diphenyl ethers as fire-retardants, and in fact fire-retardant manufacture is currently the major industrial use of the element bromine.Application In Synthesis of 1-Bromopyrrolidine-2,5-dione
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary