Synthesis of arylated perylene bisimides through C-H bond cleavage under ruthenium catalysis.
Treatment of perylene bisimide (PBI) with various arylboronates in the presence of a ruthenium catalyst provides tetraarylated PBIs at 2,5,8,11-positions in good yields with perfect regioselectivity. The electronic nature of the introduced aryl substituents has a significant impact on their optical and electronic properties. This protocol has been applied to the synthesis of a water-soluble emissive PBI derivative.
Nakazono
Satomi
S
Department of Chemistry, Graduate School of Science, Kyoto University, Kyoto 606-8502, Japan.
Easwaramoorthi
Shanmugam
S
Kim
Dongho
D
Shinokubo
Hiroshi
H
Osuka
Atsuhiro
A