DONOR- K-ACCEPTOR TYPE SYMMETRIC CYCLIC TRIINDOLES: SYNTHESIS AND PROPERTIES

摘要

Donor- K -acceptor type symmetric cyclic triindole derivatives, 10,15-(2-ethylhexy)-2,7,12-triaryl-10,15-dihydro-5H-5,10,15-triazadiindeno-[1,2-a;r,2'-c]fluorenes (3a-c) were prepared by the Suzuki-Miyaura cross-coupling reaction of 5,10,15-(2-ethylhexy)-2,7,12-tribromo-10,15-dihydro-5H-5,10,15-triazadiindeno[l,2-(2;r,2'-c]fluorene (2c) which was obtained by cyclo-trimerization reaction of iV-(2-ethylhexyl)-5-bromoindolin-2-one in phosphoryl chloride. These triindole derivatives had reversible redox oxidation potentials (E? in cyclic voltammetry, and furthermore, showed photoluminescence due to an intramolecular charge transfer (ICT).