Scalable Photoelectrochemical Dehydrogenative Cross-Coupling of Heteroarenes with Aliphatic C-H Bonds was written by Xu, Pin;Chen, Peng-Yu;Xu, Hai-Chao. And the article was included in Angewandte Chemie, International Edition in 2020.Formula: C6H5N3 This article mentions the following:
Heteroarenes are structural motifs found in many bioactive compounds and functional materials. Dehydrogenative cross-coupling of heteroarenes with aliphatic C-H bonds provides straightforward access to functionalized heteroarenes from readily available materials. Established methods employ stoichiometric chem. oxidants under conditions of heating or light irradiation By merging electrochem. and photochem., we have achieved efficient photoelectrochem. dehydrogenative cross-coupling of heteroarenes and C(sp3)-H donors through H2 evolution, without the addition of metal catalysts or chem. oxidants. Mechanistically, the C(sp3)-H donor is converted to a nucleophilic carbon radical through H-atom transfer with chlorine atom, which is produced by light irradiation of anodically generated Cl2 from Cl–. The carbon radical then undergoes radical substitution to the heteroarene to afford alkylated heteroarene products. In the experiment, the researchers used many compounds, for example, Imidazo[1,2-b]pyridazine (cas: 766-55-2Formula: C6H5N3).
Imidazo[1,2-b]pyridazine (cas: 766-55-2) belongs to pyridazine derivatives. The pyridazine structure is also found within the structure of several drugs such as cefozopran, cadralazine, minaprine, pipofezine, and hydralazine. Pyridazine can act as a hydrogen bond acceptor to improve the physicochemical properties of drug molecules by increasing their water solubility, and has a high affinity for complexing with targets due to its dipole moment.Formula: C6H5N3
Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem