Short synthesis of alkyl-substituted acenes using carbonyl-directed C-H and C-O functionalization.
A convenient method for the synthesis of tetraalkylanthracenes and -pentacenes by means of ruthenium-catalyzed regioselective C-H alkylation of the corresponding acenequinones was developed. Dialkyldiarylpentacene was also synthesized using chemoselective tandem C-H alkylation/C-O arylation of dimethoxypentacenequinone. It was suggested that a tetraalkylpentacene is stable under air in the dark and possesses an appropriate HOMO level as active material for p-type organic field-effect transistors (OFETs).
Department of Chemistry, Faculty of Science and Technology, Keio University, 3-14-1 Hiyoshi, Yokohama, Kanagawa, 223-8522, Japan.
Daiki
D
Matsumura
Kentaroh
K
Kitazawa
Seiya
S
Terai
Takuya
T
Kochi
Yutaka
Y
Ie
Masashi
M
Nitani
Yoshio
Y
Aso
Fumitoshi
F
Kakiuchi