Porphyrazines with bulky peripheral pyrrolyl substituents – Synthesis via microwave-assisted Suzuki-Miyaura cross-coupling reaction, optical and electrochemical properties was written by Szczolko, Wojciech;Koczorowski, Tomasz;Wicher, Barbara;Kryjewski, Michal;Krakowska, Zuzanna;Tykarska, Ewa;Goslinski, Tomasz. And the article was included in Dyes and Pigments in 2022.Synthetic Route of C4H4BrNO2 This article mentions the following:
Synthesis of novel aminoporphyrazines with peripheral 3,4-dihalide-2,5-dimethylpyrrol-1-yl and dimethylamino peripheral groups is reported. Cross-coupling Suzuki-Miyaura reaction with phenylboronic acid was used to convert magnesium(II) porphyrazine with dimethylamino and 3,4-dibromo-2,5-dimethylpyrrol-1-yl groups to an analog with bulky 2,5-dimethyl-3,4-diphenylpyrrol-1-yl moieties. Microwave-assisted organic synthesis approaches were used in the Paal-Knorr reaction leading to the modified diaminomaleonitrile intermediates and the Suzuki-Miyaura reaction, which allowed the obtaining of porphyrazine derivative All compounds were characterized using UV-Vis, 1H and 13C NMR, including 2D techniques, as well as MS (ES or MALDI). An X-ray anal. of magnesium(II) porphyrazine with peripheral 3,4-dibromo-2,5-dimethylpyrrol-1-yl and dimethylamino substituents was also performed. The electrochem. properties of all obtained porphyrazine macrocycles were assessed using cyclic and differential pulse voltammetry. The susceptibility of new macrocycles to oxidation/reduction processes depended on the presence of halide substituents in their macrocyclic periphery. In the experiment, the researchers used many compounds, for example, 1-Bromopyrrolidine-2,5-dione (cas: 128-08-5Synthetic Route of C4H4BrNO2).
1-Bromopyrrolidine-2,5-dione (cas: 128-08-5) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Synthetic Route of C4H4BrNO2
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary