397845-45-3Relevant academic research and scientific papers
Natural anthraquinonoid colorants as platform chemicals in the synthesis of sustainable disperse dyes for polyesters
Drivas, Ioannis,Blackburn, Richard S.,Rayner, Christopher M.
experimental part, p. 7 - 17 (2010/12/19)
Natural anthraquinonoid dyes (alizarin and purpurin) were used as platform chemicals to synthesise sustainable alternatives to existing synthetic dyes by alkylation of hydroxy groups in the 1- and 2-positions. In comparison with the parent compounds, the
Photochemistry of 1, n -Dibenzyloxy-9,10-anthraquinones
Sarma, Saurav J.,Jones, Paul B.
supporting information; experimental part, p. 3806 - 3813 (2010/08/20)
Figure presented The photochemistry of a series of 9,10-anthraquinones with multiple benzyloxy substituents was investigated. In polar solvent, the expected Blankespoor oxidative cleavage reaction is the major reaction pathway, but in most cases, several minor products were observed. In nonpolar solvents, the abundance of these minor products increases dramatically. Four types of product were observed with the favored reaction pathway shifting with minor changes in substitution on the anthraquinone. Several types of product require cleavage of the C-O bond on the benzyloxy group and, apparently, follow a photo-Claisen-type mechanism. Others involve the expected 1,5-diradical but do not exhibit the single-electron transfer usually observed in the Blankespoor-type reaction. The results indicate the importance of considering the medium and photoredox behavior in anthraquinone photochemistry.
