96722-24-6Relevant articles and documents
cyclo-Trimerisation of 1,4-Naphthoquinone; Cooperation of Phenol/Quinone Additions and Redox Reactions
Brockmann, Hans
, p. 1 - 8 (2007/10/02)
The reaction course postulated for the cyclo-trimerisation of 1,4-naphthoquinone (1a) to cyclo-tri-1,4-naphthoquinone (11a) is confirmed and supplemented by: (i) isolation of the red intermediate 1',4'-dihydroxy-2,2'-binaphthyl-1,4-quinone (5a), (ii) synthesis of 11a starting from 5a or 2,2'-binaphthyl-1,4:1'4'-diquinone (6a), and (iii) reduction of 5a and 6a by 1,4-naphthalenediol (2a) to 2,2'-binaphthyl-1,1',4,4'-tetrol (4a).Requirement for the cyclo-trimerisation of 1a to 11a is a cooperation of phenol/quinone additions and redox reactions controlled by the permanent decreasing oxidation potential of the reaction mixture.As byproducts of the synthesis of 11a in acetic acid 9a, 10a, 12a, 12c, 13a, 13c, and 14a could be isolated as acetates.
