title: A facile route to water-soluble coronenes and benzo[ghi]perylenes.
abstract: Click reactions at the bay-position of perylenes and a new route to benzo[ghi]perylenes and coronenes are presented. Irradiation with light leads to an electrocyclic reaction of the newly formed triazole ring(s) with the neighbouring bay-positions of the perylene core and after oxidation by air, the benzo[ghi]perylenes and coronenes are obtained. By using Newkome dendrimers as substituents for perylene diimides (PDIs), water solubility can be achieved after removal of the tert-butyl protecting groups. The aggregation and optical properties of the bay-functionalised PDIs, benzo[ghi]perylenes and coronenes are investigated by absorption and fluorescence spectroscopy.
authors.affiliation: Department of Chemistry and Pharmacy, Friedrich-Alexander University Erlangen-Nuremberg, Henkestrasse 42, 91054 Erlangen, Germany.
authors.forename: Cordula D
authors.initials: CD
authors.lastname: Schmidt
authors.forename: Nina
authors.initials: N
authors.lastname: Lang
authors.forename: Norbert
authors.initials: N
authors.lastname: Jux
authors.forename: Andreas
authors.initials: A
authors.lastname: Hirsch