Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 19231-06-2, name is Bis(4-methoxyphenyl)iodonium bromide, A new synthetic method of this compound is introduced below., Application In Synthesis of Bis(4-methoxyphenyl)iodonium bromide
Each of the four bis(4-methoxyphenyl)iodonium halides (fluoride, chloride, bromide, iodide) (10 mg) was suspended in C6D6, sealed in a J. Young NMR tube, and heated at 120 C for the times indicated: (fluoride, 2.5 hours; chloride, 5 days; bromide, 5 hours, iodide, 2.5 hours). The reactions were followed by FontWeight=”Bold” FontSize=”10″ H NMR spectroscopy and were deemed completed when a homogeneous solution containing no trace of the diaryliodonium salt starting material was obtained. Representative FontWeight=”Bold” FontSize=”10″ H NMR spectra obtained at the completion of reactions are show in FIG. 1. Different reactivity modes are observed across the series of halides. Thermal decomposition of the diaryliodonium fluoride in d6-benzene gave mostly 4-fluoroanisole and a small amount of 3-fluoroanisole. This side product probably arises from a competing mechanism that involves a benzyne intermediate formed by ortho-proton extraction by the hard base fluoride under these conditions. In contrast, chloride and bromide reacted to provide the corresponding 4-haloanisole in quantitative yield; no 3- halo regioisomers were produced. This can be explained easily; the basicity of chloride and bromide are not high enough to promote benzyne formation by proton abstraction. In contrast to these three reactions, which appear to proceed through two-electron intermediates, the thermal decomposition of bis(4-methoxyphenyl)iodonium iodide produces 4,4′-dimethoxy-biphenyl, h, and an unidentified arene product in addition to the 4-iodoanisole. The biphenyl and h probably result from the formation of free radical intermediates.
The synthetic route of 19231-06-2 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; NUTECH VENTURES; DIMAGNO, Stephen; HU, Bao; WO2015/147950; (2015); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com