Facile Syntheses of 1,8-Bis(diphenylphosphino)anthracene and 1,8-Bis(dimethylamino)anthracene by Nucleophilic Substitution of 1,8-Difluoroanthracene

All articles of this category 1,8-Bis(diphenylphosphino)anthracene ( 1 ) was prepared in a three-step synthesis in 51% overall yield starting from 1,8-dichloro-9,10-anthraquinone ( 8 ). Compound 8 was converted by chlorine-fluorine exchange and reduction with zinc into 1,8-difluoroanthracene ( 7 ) from which 1 was obtained by reaction with potassium 1,8-bis(dimethylamino)anthracene ( 10 ) clearly showed that in the case of 7 direct nucleophilic displacement (addition-elimination mechanism) dominates over aryne formation (elimination-addition mechanism). Single crystal X-ray structure analyses are reported for 1 and 10 . anthracene - phosphine - amine - fluoro compound - aromatic nucleophilic substitution