66859-11-8Relevant articles and documents
Fonctionnalisation d'hydrocarbures aromatiques polycycliques. Introduction de fonctions alcool, acide ou amine sur le biphenyle, le fluorene ou le phenanthrene
Guilhemat, Robert,Pereyre, Michel,Petraud, Michel
, p. 334 - 344 (2007/10/02)
With aluminium chloride as a catalyst, 3-methyl-1,3-butanediol, a primary-tertiary diol, yielded Friedel-Crafts primary alcohols with fluorene and biphenyl.The monosubstituted derivatives have been characterized mainly by 13C nmr and polysubstituted products have been obtained with excess diol.With the same substrates and in the same conditions a tertiary-tertiary diol such as 2,5-dimethyl-2,5-hexanediol gave only mono or bicycloalkylated hydrocarbons.The reactions of phtalic anhydride with fluorene, biphenyl and phenanthrene have been studied and the monosubstituted products characterized mainly by 13C nmr by means of a relaxation reagent.Bifunctionalized derivatives were also obtained and identified in the case of fluorene and biphenyl.On the other hand, amino functional groups were introduced on fluorene either by transformation of acid functions or by more direct routes such as reaction with isatoic anhydride or p-toluenesulfonylanthranilic acid.Some results have been used for the functionalization of an industrial residue containing polycyclic aromatic hydrocarbons.
