Short and efficient synthesis of coronene derivatives via ruthenium-catalyzed benzannulation protocol.
[reaction: see text] TpRuPPh3(CH3CN)2PF6 (3 mol %) was very active in catalytic benzannulation of 1-phenyl-2-ethynylbenzenes in dichloroethane (60 degrees C, 36 h) to afford phenanthrene in 95% yield. This method is applicable to the synthesis of various polycyclic aromatic hydrocarbons via two- and four-fold benzannulations, including various substituted coronene derivatives (53-86% yields) using this catalyst at a moderate loading (10 mol %).
Shen
Hung-Chin
HC
Department of Chemistry, National Tsing-Hua University, Hsinchu, Taiwan, ROC 30043.
Tang
Jhih-Meng
JM
Chang
Hsu-Kai
HK
Yang
Chia-Wei
CW
Liu
Rai-Shung
RS