Abstract
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.
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7 articles.
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1. The structure, optical properties and photovoltaic effect in Langmuir-Schaefer films of nickel (II) bis-semiquinone complex derived from 3,6-di‑tert‑butyl‑benzoquinone annulated with a 1,3 -dithiole-2-thiocarbonyl fragment;Surfaces and Interfaces;2023-02
2. Synthesis of o-benzoquinones annulated with 2-thioxo-1,3-dithiole-4,5-dithiolate fragment. Dioxolene ligands bearing non-planar geometry;Russian Chemical Bulletin;2022-07
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4. Replacement of chlorine atoms in 3,6-di-tert-butyl-4,5-dichloro-o-benzoquinone in reactions with alkali metal gem-dithiolates. New o-quinones and their properties;Russian Chemical Bulletin;2022-01
5. Metallocomplexes, exhibiting catecholate binding mode for o-quinone, annulated with dithiete cycle;Inorganica Chimica Acta;2021-12