《Online High-Performance Liquid Chromatography Analysis of Buchwald-Hartwig Aminations from within an Inert Environment》 was written by Malig, Thomas C.; Yunker, Lars P. E.; Steiner, Sebastian; Hein, Jason E.. Formula: C14H15NO2 And the article was included in ACS Catalysis in 2020. The article conveys some information:
Obtaining data-dense reaction profiles for reactions performed under an inert atm. remains a significant challenge obfuscating mechanistic anal. To this end, we have developed a reaction monitoring platform capable of automated sampling and online HPLC anal. to generate temporal profiles for reactions performed from within a glovebox. The device allows for facile reaction progress anal. to aid in mechanistic studies of air-sensitive chem. transformations. The platform has demonstrated high reproducibility regarding sample mixing, dilution, delivery, and anal. We employed the sampling platform to acquire temporal profiles for a series of Buchwald-Hartwig aminations. Parallel coupling reactions using iodobenzene and bromobenzene both exhibit complex kinetics. A competition reaction including both aryl halides demonstrated high selectivity for iodobenzene indicative of catalyst monopoly. The temporal profile for the difunctionalized substrate 1,4-iodobromobenzene was unexpected based on our parallel and competition studies and is indicative of a distinct underlying mechanism. We attribute this unanticipated reactivity to intramol. catalyst transfer through the π system as seen in “”living”” polymerization transfer catalyst systems. The use of this automated sampling platform has greatly increased mechanistic understanding despite performing only a small number of experiments In the experimental materials used by the author, we found Bis(4-methoxyphenyl)amine(cas: 101-70-2Formula: C14H15NO2)
Bis(4-methoxyphenyl)amine(cas: 101-70-2) is a diphenylamine derivative used as a chemical additive for cured rubber.Bis(4-methoxyphenyl)amine is highly toxic and may potentially induce chromosome abberation.Formula: C14H15NO2
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