Pyridine tetrafluoro-λ6-sulfanyl chlorides: spontaneous addition to alkynes and alkenes in the presence or absence of photo-irradiation†
An addition reaction of pyridine-tetrafluoro-λ6-sulfanylchlorides (Py-SF4Cl) to alkynes and alkenes providing pyridine-tetrafluoro-λ6-sulfanyl-alkenes and pyridine-tetrafluoro-λ6-sulfanyl-alkanes is represented. The addition of Py-SF4Cl occurs spontaneously in the presence of reactants, even in total darkness, but is affected in the presence of light. A series of SF4-bridged pyridines were efficiently synthesized under a couple of environmentally benign conditions in good to high yields. The spontaneous reaction of Py-SF4Cl is discussed based on the time-dependent analyses of the reaction in the presence or absence of photo-irradiation, and could proceed via a radical process.