One-pot synthesis of perfluorinated benzenedithiols from perfluoroarenes and thioacetic acid

One-pot synthesis of perfluorinated benzenedithiols from perfluoroarenes and thioacetic acid Full article

Journal

Mendeleev Communications
ISSN: 0959-9436

Output data

Year: 2023, Volume: 33, Number: 5, Pages: 721-722 Pages count : 2 DOI: 10.1016/j.mencom.2023.09.041

Tags

perfluroarenes, thioacetic acid, nucleophilic substitution, thiols, synthesis, crystal structure

Authors

Nikul'shin Pavel V. ^1,2 , Maksimov Alexander M. ² , Gatilov Yuriy V. ² , Kovtonyuk Vladimir N. ² , Bredikhin Roman A. ²

Affiliations

1	A. V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, 119991 Moscow, Russian Federation
2	N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 630090 Novosibirsk, Russian Federation

The direction of the reaction between substituted perfluorobenzenes and thioacetic acid depends on the location of the substituents in perfluoroaromatic ring. Hexafluorobenzene reacts at positions 1 and 4, perfluoro-m-xylene reacts at positions 4 and 6, while perfluoroindane reacts at positions 5 and 6 to give the corresponding dithiols with para-, meta- and ortho-location of the thiol groups, respectively. Domino-reaction of perfluoroindane-5-thiol and its acetyl thioester affords hexadecafluoro-2,12-dithia-pentacyclo[11.7.0.03,11.05,9.015,19]icosa-1(13),3,5(9),10,14,19-hexaene

Nikul'shin P.V. , Maksimov A.M. , Gatilov Y.V. , Kovtonyuk V.N. , Bredikhin R.A.
One-pot synthesis of perfluorinated benzenedithiols from perfluoroarenes and thioacetic acid
Mendeleev Communications. 2023. V.33. N5. P.721-722. DOI: 10.1016/j.mencom.2023.09.041 WOS РИНЦ

Submitted:	Jun 6, 2023
Published online:	Oct 3, 2023

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