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This article discusses the use of electrochemical fluorination (ECF), also known as the Simons process, for the synthesis of partially fluorinated alkyl triflates. These triflates are important reagents in organofluorine chemistry. The ECF process is scalable and utilizes readily available starting compounds and electricity, making it a sustainable method for the synthesis of valuable chemicals. The article includes a cover picture depicting molecules in the Simons Fluorination Fun Park. The research article by M. Finze and co-workers provides more detailed information on this topic. [Extracted from the article]

Similar to pyridine, which is a structural analog of benzene, 2-azaborole can be viewed as a structural analog of borole, in which the CH group at the 2-position is replaced by an N atom. Due to its unique π 4 σ 2 electronic configuration, it should exhibit Lewis acidity, antiaromaticity, as well as Lewis basicity simultaneously. However, this uniqueness also makes its synthesis and isolation particularly challenging. One anticipated issue is its readiness for self-dimerization. This work proposes 2-azaborole and targets the synthesis and characterization of its derivatives for the first time. By reacting benzoborirene C 6 H 4 {BN(SiMe 3 ) 2 } with bulky nitriles, crystalline benzo-fused 2-azaboroles have been successfully achieved and fully characterized. The importance of steric hindrance has been experimentally verified, showing that insufficient kinetic protection results in the dimerization of benzo-fused 2-azaboroles to form BN-allenophanes, a class of 10-membered macrocyclic compounds featuring two BN-allene units. The unique electronic structure of 2-azaborole as well as the mechanism of dimerization has been corroborated by theoretical calculations. In addition, its ability to act both as a Lewis acid and a Lewis base is demonstrated through its reaction with 1,3-diisopropyl-4,5-dimethylimidazolin-2-ylidene ( Me I i Pr) and AlCl 3 , respectively, which also implies the potential of the 2-azaborole motif as a σ-donor ligand for main group and organometallic chemistry.