Imine-Based Catechols and o-Benzoquinones: Synthesis, Structure, and Features of Redox Behavior.

ABSTRACT: Novel sterically hindered catechols of the type 3-(RN=CH)-4,6-DBCatH₂ with iminoalkyl or iminoaryl groups in the third position of the aromatic ring have been synthesized and characterized in detail. The o-benzoquinones 3-(RN=CH)-4,6-DBBQ have been synthesized by the oxidation of the corresponding catechols. The oxidation of methylimino-substituted catechol with K₃[Fe(CN)₆] in alkaline medium leads to the formation of two products: o-quinone and diene-dione, the product of the water addition to the corresponding o-quinone. Some o-benzoquinones react with water or methanol to yield products of water or methanol addition. A prototropic tautomerism is characteristic of catecholaldimines: a quinomethide form is observed in the case o

SUBMITTER: Astaf'eva TV 

PROVIDER: S-EPMC7482094 | biostudies-literature | 2020 Sep

REPOSITORIES: biostudies-literature