Chromium-mediated synthesis of polycyclic aromatic compounds from halobiaryls.
[reaction: see text] Reaction of 2,2'-dihalobiphenyl with butyllithium followed by the addition of chromium(III) chloride and alkynes afforded the corresponding phenanthrene derivatives via formal [4 + 2] cycloaddition. A variety of alkynes could be used for this reaction, such as alkyl, aryl, silyl, and alkoxycarbonyl alkynes. Repetitive process of the reaction gave more extended polycyclic compounds such as benzo[g]chrysene and azacyclopentaphenalene derivatives.
Kanno
Ken-ichiro
K
Catalysis Research Center, and Graduate School of Pharmaceutical Sciences, Hokkaido University, and SORST, Japan Science and Technology Agency (JST), Sapporo 001-0021, Japan.
Liu
Yuanhong
Y
Iesato
Atsushi
A
Nakajima
Kiyohiko
K
Takahashi
Tamotsu
T