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Title of article :
Palladium-catalyzed direct phenylation of perylene: structural and optical properties of 3,4,9-triphenylperylene and 3,4,9,10-tetraphenylperylene
Author/Authors :
Katsuaki Kawasumi، نويسنده , , Kenji Mochida، نويسنده , , Yasutomo Segawa، نويسنده , , Kenichiro Itami، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2013
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Abstract :
We have developed one-step synthesis of multiphenylperylenes from perylene through palladium-catalyzed oxidative C–H/C–B coupling using phenylboroxin as a phenyl source. The combination of Pd(OAc)2 as a catalyst and o-chloranil as an oxidant is the key for direct C–H arylation of perylene. The X-ray crystallography of 3,4,9-triphenylperylene (3) and 3,4,9,10-tetraphenylperylene (4) revealed twisted structures of perylene core caused by steric repulsion of neighboring phenyl groups. Compounds 3 and 4 showed red shift in both absorption and fluorescence spectra compared to perylene whereas absolute fluorescence quantum yields are similarly high (ΦF=0.94).
Keywords :
C–H arylation , Palladium catalyst , Photophysical properties , Perylene
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