In 2022,Pickhardt, Wilm; Beakovic, Claudio; Mayer, Maike; Wohlgemuth, Maximilian; Kraus, Fabien Joel Leon; Etter, Martin; Gratz, Sven; Borchardt, Lars published an article in Angewandte Chemie, International Edition. The title of the article was 《The Direct Mechanocatalytic Suzuki-Miyaura Reaction of Small Organic Molecules》.Quality Control of 4-Iodobenzaldehyde The author mentioned the following in the article:
The mol. Suzuki cross-coupling reaction was conducted mechanochem., without solvents, ligands, or catalyst powders. Utilizing one catalytically active palladium milling ball, products could be formed in quant. yield in as little as 30 min. In contrast to previous reports, the adjustment of milling parameters led to the complete elimination of abrasion from the catalyst ball, thus enabling the first reported systematic catalyst anal. XPS, in situ XRD, and reference experiments provided evidence that the milling ball surface was the location of the catalysis, allowing a mechanism to be proposed. The versatility of the approach was demonstrated by extending the substrate scope to deactivated and even sterically hindered aryl iodides and bromides. The experimental part of the paper was very detailed, including the reaction process of 4-Iodobenzaldehyde(cas: 15164-44-0Quality Control of 4-Iodobenzaldehyde)
4-Iodobenzaldehyde(cas: 15164-44-0) is used in synthesis of 4-[2-(trimethylsilyl)ethynyl]benzaldehyde, 5,15-dimesityl-10-(3-[2-(trimethylsilyl)ethynyi]phenyl}-20-(4-iodophenyl)porphyrin, and 5,15-dimesityl-10-[3,5-bis{2-[4-(N,N’-difluoroboryl-1,9-dimethyidipyrrin-5-yl)-phenyl]ethynyl}phenyl]-20-(4-iodophenyl)porphyrin.Quality Control of 4-Iodobenzaldehyde
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com