In 2022,Liang, Yu-Jie; Zhu, Bo; Su, Zhong-Min; Guan, Wei published an article in Inorganic Chemistry. The title of the article was 《IrIII/NiII-Metallaphotoredox-Catalyzed Enantioselective Decarboxylative Arylation of α-Amino Acids: Theoretical Insight of Enantio-Determining Outer-Sphere Reductive Elimination》.Synthetic Route of C7H4BrN The author mentioned the following in the article:
The IrIII/NiII-metallaphotoredox-catalyzed enantioselective decarboxylative arylation of α-amino acids has been systematically investigated using d. functional theory calculations The combination of oxidative quenching (IrIII-*IrIII-IrIV-IrIII) or reductive quenching (IrIII-*IrIII-IrII-IrIII) cycle with the nickel catalytic cycle (NiII-NiI-NiIII-NiII) is possible. The favorable reaction mechanism consists of three major processes: single-electron transfer, oxidative addition, and stepwise outer-sphere reductive elimination. The rate-determining step is the oxidative addition Unexpectedly, the enantio-determining C-C bond formation occurs via an ion-pair intermediate involved in the stepwise outer-sphere reductive elimination process, which is unusual in the IrIII/NiII-metallaphotoredox catalysis. Furthermore, computational results reveal that the high enantioselectivity of this reaction is mainly dependent on the steric effect of substituents on substrates. This theor. study provides useful knowledge for deep insights into the activity and selectivity of visible-light-mediated enantioselective metallaphotoredox dual catalysis at the mol. and at. levels and benefits the development of asym. synthesis. In the experimental materials used by the author, we found 4-Bromobenzonitrile(cas: 623-00-7Synthetic Route of C7H4BrN)
4-Bromobenzonitrile(cas: 623-00-7) is classified as organic nitriles, which are commonly use solvents and are reacted further for various applications such as manufacture of polymers and intermediates for pharmaceuticals and other organic chemicals,Synthetic Route of C7H4BrN It can also be used as an aryl halide test compound in developing greener reaction conditions for Suzuki cross-coupling between aryl halides and phenyl boronic acid.
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts