6533b825fe1ef96bd1282816
RESEARCH PRODUCT
Synthesis of new hybrid 1,4-thiazinyl-1,2,3-dithiazolyl radicals via Smiles rearrangement
Anssi PeuronenPetra VaskoHeikki M. TuononenAaron MailmanJuha HurmalainenAkseli Mansikkamäkisubject
synthesis010405 organic chemistryChemistryRadical12010402 general chemistryPhotochemistryCondensation reaction01 natural sciences0104 chemical sciencesInorganic Chemistrychemistry.chemical_compoundDelocalized electron14-thiazinyl-123-dithiazolyl radicalsThioether4-thiazinyl-1Smiles rearrangementYield (chemistry)Polymer chemistrysynteesiSmiles rearrangementTrifluoromethanesulfonateta1163-dithiazolyl radicalsdescription
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. peerReviewed
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2017-11-09 | Dalton Transactions |