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Synthesis of pyridine trans-tetrafluoro-λ6-sulfane derivatives via radical addition

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Abstract

Pyridine tetrafluoro-λ6-sulfanes (SF4) with alkenyl or alkyl substituents have been synthesized for the first time via the radical addition reactions of pyridine-SF4 chlorides to alkynes or alkenes in good to high yields. X-Ray crystallographic analysis and DFT calculations disclosed an octahedral symmetrical trans-configuration of the hypervalent tetrafluorosulfanyl center. In contrast to phenyl-SF4 analogues, pyridine-SF4 compounds were found to be stable, which expands the utility of pyridine-SF4 compounds.

Graphical abstract: Synthesis of pyridine trans-tetrafluoro-λ6-sulfane derivatives via radical addition

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Publication details

The article was received on 01 Nov 2017, accepted on 16 Nov 2017 and first published on 16 Nov 2017


Article type: Research Article
DOI: 10.1039/C7QO00994A
Citation: Org. Chem. Front., 2018, Advance Article
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    Synthesis of pyridine trans-tetrafluoro-λ6-sulfane derivatives via radical addition

    P. Das, M. Takada, E. Tokunaga, N. Saito and N. Shibata, Org. Chem. Front., 2018, Advance Article , DOI: 10.1039/C7QO00994A

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