Mild C-F Activation in Perfluorinated Arenes through Photosensitized Insertion of Isonitriles at 350 nm was written by Weidlich, Frauke;Esumi, Naoto;Chen, Dongyang;Mueck-Lichtenfeld, Christian;Zysman-Colman, Eli;Studer, Armido. And the article was included in Advanced Synthesis & Catalysis in 2020.Application of 700-16-3 The following contents are mentioned in the article:
Herein a method for the photochem. activation of aromatic C-F bonds is presented. It is shown that isonitriles RNC (R = 9-oxo-9H-xanthen-2-yl, 1-phenylethan-1-one, 2H-1,3-benzodioxol-5-yl, etc.) selectively insert into aromatic C-F bonds while aliphatic C-F bonds remain unaffected. Mechanistic studies reveal the reaction to proceed via the indirect excitation of the isonitrile to its triplet state by photoexcited acetophenone at 350 nm. Due to the relatively mild light used, the process shows that high functional group tolerance and various compounds of the class of benzimidoyl fluorides (Z)-RN=C(F)R1 (R1 = pentafluorophenyl, tetrafluoropyridin-3-yl, 3-chloro-2,4,5,6-tetrafluorophenyl, etc.) are accessible from aryl isonitriles and com. available perfluorinated arenes such as hexafluorobenzene, Me pentafluorobenzoate, perfluoropyridine, etc. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Application of 700-16-3).
2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) belongs to pyridine derivatives. Pyridine’s the lone pair does not contribute to the aromatic system but importantly influences the chemical properties of pyridine, as it easily supports bond formation via an electrophilic attack. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Application of 700-16-3