ol052214x_si_002.pdf (930.73 kB)
Chromium-Mediated Synthesis of Polycyclic Aromatic Compounds from Halobiaryls
journal contribution
posted on 2005-11-24, 00:00 authored by Ken-ichiro Kanno, Yuanhong Liu, Atsushi Iesato, Kiyohiko Nakajima, Tamotsu TakahashiReaction 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.