In 2022,Bosch, Eric; Bowling, Nathan P. published an article in Acta Crystallographica, Section C: Structural Chemistry. The title of the article was 《Co-operative halogen bonds and nonconventional sp-C-H·O hydrogen bonds in 1:1 cocrystals formed between diethynylpyridines and N-halosuccinimides》.Product Details of 516-12-1 The author mentioned the following in the article:
The rapid evaporation of 1:1 solutions of diethynylpyridines and N-halosuccinimides, that react together to form haloalkynes, led to the isolation of unreacted 1:1 cocrystals of the two components. The 1:1 cocrystal formed between 2,6-diethynylpyridine and N-iodosuccinimide (C4H4INO2·C9H5N) contains an N-iodosuccinimide-pyridine I·N halogen bond and two terminal alkyne-succinimide carbonyl C-HO hydrogen bonds. The three-dimensional extended structure features interwoven double-stranded supramol. polymers that are interconnected through halogen bonds. The cocrystal formed between 3,5-diethynylpyridine and N-iodosuccinimide (C4H4INO2.C9H5N) also features an I·N halogen bond and two C-H·O hydrogen bonds. However, the components form essentially planar double-stranded one-dimensional zigzag supramol. polymers. The cocrystal formed between 3,5-diethynylpyridine and N-bromosuccinimide (C4H4BrNO2.C9H5N) is isomorphous to the cocrystal formed between 3,5-diethynylpyridine and N-iodosuccinimide, with a Br·N halogen bond instead of an I·N halogen bond. In the experiment, the researchers used many compounds, for example, 1-Iodopyrrolidine-2,5-dione(cas: 516-12-1Product Details of 516-12-1)
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. Product Details of 516-12-1
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com