Dehydro side coupling of substituted pentacene derivatives.
1,2,3,4,8,9,10,11-Octaalkylpentacenes were synthesized in high yields from tetrahydropentacenes by the pentacene-DDQ adduct method in the presence of amine. Dehydro side-coupling reactions of pentacene derivatives proceeded to give the corresponding 6,6'-dipentacenyl derivatives in high yields in the presence of a catalytic amount of CSA and 0.5 equiv of DDQ. The structures of dehydro side-coupling products of substituted pentacenes were determined by NMR and X-ray analysis. The combination of acid and DDQ was necessary for the dehydro side coupling of substituted pentacenes.
Catalysis Research Center and Graduate School of Life Science, Hokkaido University, Kita-ku Sapporo 001-0021, Japan.
Shi
S
Li
Zhiying
Z
Jia
Kiyohiko
K
Nakajima
Ken-ichiro
K
Kanno
Tamotsu
T
Takahashi