An efficient synthesis of quaterrylenedicarboximide NIR dyes.
Quaterrylenedicarboximides were prepared from 9-bromoperylene-3,4-dicarboximides by palladium-catalyzed coupling with 3-perylene boronic ester, followed by oxidative cyclodehydrogenation of the resulting perylene-perylenedicarboximide dyads with iron(III) chloride. The quaterrylenedicarboximides, described here, are highly photochemically and thermally stable dyes, which may be useful as green NIR dyes (lambdamax = 735 nm) and as building blocks for the synthesis of higher rylene dyes.
Avlasevich
Yuri
Y
Max Planck Institute for Polymer Research, Ackermannweg 10, D-55128 Mainz, Germany.
Müllen
Klaus
K
D004396:Coloring Agents / Q000138:chemical synthesis* / Q000737:chemistry; D007094:Imides / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010569:Perylene / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D019265:Spectroscopy, Near-Infrared / Q000379:methods*; D013237:Stereoisomerism
D004396:Coloring Agents; D007094:Imides; D010569:Perylene