Synthesis of Trifluoromethylated Dithiocarbamates via Photocatalyzed Substitution Reaction: Pentafluoropyridine as Activating Reagent was written by Zemtsov, Artem A.;Lunkov, Sergey S.;Levin, Vitalij V.;Dilman, Alexander D.. And the article was included in European Journal of Organic Chemistry in 2021.Formula: C5F5N The following contents are mentioned in the article:
A method for the synthesis of trifluoromethyl-substituted dithiocarbamates I [R = Ph, 4-MeC6H4, 4-i-PrC6H4, 4-t-BuC6H4, 2,4,6-Me3C6H2, 4-PhC6H4, 4-MeOC6H4, 3-MeOC6H4, 3,4-(MeO)2C6H3, 2,4-(MeO)2C6H3, 3,4,5-(MeO)3C6H2, 4-PhCH2OC6H4, 4-MeSC6H4, 4-NCC6H4, 4-FC6H4, 4-ClC6H4, 4-BrC6H4] from aryl aldehydes RCHO [R = Ph, 4-MeC6H4, 4-i-PrC6H4, 4-t-BuC6H4, 2,4,6-Me3C6H2, 4-PhC6H4, 4-MeOC6H4, 3-MeOC6H4, 3,4-(MeO)2C6H3, 2,4-(MeO)2C6H3, 3,4,5-(MeO)3C6H2, 4-PhCH2OC6H4, 4-MeSC6H4, 4-NCC6H4, 4-FC6H4, 4-ClC6H4, 4-BrC6H4] is described. The reaction involves nucleophilic trifluoromethylation, derivatization of the silyloxy-group with pentafluoropyridine, and substitution of the fluorinated pyridinyloxy group by dithiocarbamate anion. The substitution step is performed in the presence of 12-phenyl-12H-benzo[b]phenothiazine and copper cyanide under irradiation of 400 nm LED. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Formula: C5F5N).
2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ·mol−1 in pyridine vs. 150 kJ·mol−1 in benzene). Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Formula: C5F5N