TELE-SUBSTITUTIONS EN SERIE ANTHRACENIQUE - II; EXTENSION DE LA SUBSTITUTION PAR L'ION PHENATE A DIVERS BROMO-9 ANTHRACENES MESO-ALKYLES

Article abstract of DOI:10.1016/0040-4020(82)80051-3

A competition between normal substitution and tele-substitution is observed with 9-bromoanthracenes bearing in the opposite meso position an ethyl, 1b, or a benzyl group 1d.When treated with potassium phenoxide in HMPT these bromides afford mixtures of 9-alkyl-10-phenoxy-anthracenes 2 and 9-α(phenoxyalkyl) anthracenes 3.On the other hand 9-bromo-10 isopropylanthracene 1c is quite unreactive and 9-bromo-10-methoxymethylanthracene 1e leads essentyally to anthraldehyde 7.