Annulation of a 1,3-dithiole ring to a sterically hindered o-quinone core. Novel ditopic redox-active ligands

Autor: Maxim V. Arsenyev, Anton V. Cherkasov, Viacheslav Kuropatov, Andrey S. Shavyrin, Vladimir K. Cherkasov, Sergey Norkov
Jazyk: angličtina
Rok vydání: 2021
Předmět:
Zdroj: Beilstein Journal of Organic Chemistry, Vol 17, Iss 1, Pp 273-282 (2021)
ISSN: 1860-5397
Popis: The fused 1,3-dithiole spacer seems to be very suitable for the functionalization of sterically hindered o-quinones with additional groups capable of coordination of metal ions and/or possessing a redox activity. An effective method for the synthesis of sterically hindered o-quinones containing 1,3-diketonate, dinitrile and p-quinone-methide functional groups at the periphery of the ligand has been developed. The novel compounds have rigid and conjugated structures and exhibit properties typical of o-quinones. A study of their monoreduced semiquinone derivatives reveal that the spin density is delocalized across the whole molecule, including peripheral fragments. The first stable o-quinone derivative bearing an annulated thiete heterocycle has been isolated and characterized.
Databáze: OpenAIRE