Synthesis of new hybrid 1,4-thiazinyl-1,2,3-dithiazolyl radicals via Smiles rearrangement
Vasko, P., Hurmalainen, J., Mansikkamäki, A., Peuronen, A., Mailman, A., & Tuononen, H. (2017). Synthesis of new hybrid 1,4-thiazinyl-1,2,3-dithiazolyl radicals via Smiles rearrangement. Dalton Transactions, 46(46), 16004-16008. https://doi.org/10.1039/c7dt03243a
Published inDalton Transactions
DisciplineEpäorgaaninen ja analyyttinen kemiaNanoscience CenterInorganic and Analytical ChemistryNanoscience Center
© The Royal Society of Chemistry 2017. This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported License.
The condensation reaction of 2-aminobenzenethiols and 3-aminopyrazinethiols with 2-amino-6-fluoro-N-methylpyridinium triflate afforded thioether derivatives that were found to undergo Smiles rearrangement and cyclocondensation with sulphur monochloride to yield new hybrid 1,4-thiazine-1,2,3-dithiazolylium cations. The synthesized cations were readily reduced to the corresponding stable neutral radicals with spin densities delocalized over both 1,4-thiazinyl and 1,2,3-dithiazolyl moieties.
PublisherRoyal Society of Chemistry
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Related funder(s)Academy of Finland; European Commission
Funding program(s)Academy Project, AoF
The content of the publication reflects only the author’s view. The funder is not responsible for any use that may be made of the information it contains.
Additional information about fundingThis work was financially supported by the University of Jyväskylä, the Academy of Finland (projects 253907 and 289172) and the European Union’s H2020 programme (under the Marie Skłodowska-Curie grant agreement 659123). We thank Laboratory Technicians Johanna Lind and Elina Hautakangas for running the +ESI-MS and EA measurements, respectively.
Except where otherwise noted, this item's license is described as © The Royal Society of Chemistry 2017. This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported License.
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