On the synthesis and functionalisation of the 4-aza-8,12-dioxa-4,8,12,12c-tetrahydrodibenzo[cd,mn]pyrenium system

The preparative use of the reaction between tris(2,6-dimethoxyphenyl)carbenium tetrafluoroborate and excess of an arylamine such as 4-methylaniline or 4-bromoaniline to yield firstly the aryl functionalised acridinium derivatives and then further in situ reaction to yield the desired functionalised triangulenium salts was found to be problematic. A preparative route for the triangulenium salts is presented along with a demonstration of the further derivatisation by standard Suzuki coupling reaction. [Copyright &y& Elsevier]