Formula: C7H9NO2SIn 2022 ,《Solvent-Triggered Long-Range Proton Transport in 7-Hydroxyquinoline Using a Sulfonamide Transporter Group》 was published in Journal of Organic Chemistry. The article was written by Nakashima, Kosuke; Georgiev, Anton; Yordanov, Dancho; Matsushima, Yasuyuki; Hirashima, Shin-ichi; Miura, Tsuyoshi; Antonov, Liudmil. The article contains the following contents:
The ability of long-range proton transport by substitution of 7-hydroxyquinoline at the eighth position with sulfonamide and sulfonylhydrazone rotor units to act as a crane-arm has been studied. Different proton transport pathways triggered by different stimuli have been established depending on the structure of the crane-arms. Solvent-driven proton switching from OH to the quinoline nitrogen (Nquin) site, facilitated by a sulfonamide transporter group in polar protic and aprotic solvents, has been confirmed by optical (absorption and fluorescence) and NMR spectroscopies as well as by single-crystal X-ray structure anal. Photoinduced long-range proton transport to the Nquin site upon 340 nm UV light irradiation has been estimated in sulfonylhydrazone, which is not sensitive to solvent-driven switching. Both compounds have exhibited acid-triggered switching by trifluoroacetic acid due to the formation of a stable six-membered intramol. hydrogen bonding interaction between the protonated Nquin and crane-arm. The structures of acid-switched form were confirmed by NMR spectroscopy and single-crystal X-ray structure anal. The behavior of the compounds suggests a big step forward in the advanced proton pump-switching architecture because they cover three distinct driving forces in the switching process: solvent, light, and acid. The experimental part of the paper was very detailed, including the reaction process of 4-Methylbenzenesulfonamide(cas: 70-55-3Formula: C7H9NO2S)
4-Methylbenzenesulfonamide(cas: 70-55-3) belongs to anime. Amines have a free lone pair with which they can coordinate to metal centers. Amine–metal bonds are weaker because amines are incapable of backbonding, but they are still important for sensing applications.While stronger than hydrogen bonds, amine–metal bonds are still weaker than both covalent and ionic bonds.Formula: C7H9NO2S
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics