Li, Jing; Kwon, Eunsang; Lear, Martin J.; Hayashi, Yujiro published an article in 2021. The article was titled 《Halogen Bonding of N-Halosuccinimides with Amines and Effects of Broensted Acids in Quinuclidine-Catalyzed Halocyclizations》, and you may find the article in Helvetica Chimica Acta.HPLC of Formula: 516-12-1 The information in the text is summarized as follows:
An arguable expectation in halogen chem. is that an amine will react oxidatively with an N-halosuccinimide (NXS) to form an N-halogenated species bearing a covalent N-X bond. While likely for NCS under most conditions, we find this expectation simply not true for NIS and largely inaccurate for NBS. Herein, we disclose evidence through systematic NMR and X-ray studies that non-covalent halogen bonded amine complexes of NIS predominate over covalent N-halogenated species, even with primary and secondary amines. For example, during the catalytic electrophilic halocyclization of gem-disubstituted alkenes by cinchona-like amines, the quinuclidine complexes of NIS and NBS display lower reactivity than their parent N-halosuccinamides and require the presence of an appropriate Broensted acid. Specifically, a Broensted acid and quinuclidine jointly catalyze the halo-cycloetherification of γ-alkenyl alcs. with NIS or NBS, while only quinuclidine acts as a catalyst in the halolactonization of γ-alkenoic acids. Although our evidence confirms a transient N-halogenated quaternary ammonium salt as the halonium species, it is important to note that NIS predominantly forms ‘off-cycle’ halogen bonded amine complexes in solution1-Iodopyrrolidine-2,5-dione(cas: 516-12-1HPLC of Formula: 516-12-1) was used in this study.
1-Iodopyrrolidine-2,5-dione(cas: 516-12-1) is used in the preparation of vinyl sulfones from olefins and benzenesulfinic acid. It acts as a source for I+ and involved in Hunsdiecker reactions for the conversion of cinnamic acids, and propiolic acids to the corresponding alfa-halostyrenes and 1-halo-1-alkynes respectively. HPLC of Formula: 516-12-1
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com