The Bergman cycloaromatization reaction efficiently converts easily prepare
d acyclic enediynes into aromatic rings. In order to prepare larger, functi
onalized fused aromatic systems using this reaction, a thorough understandi
ng of how functionalization affects cycloaromatization is necessary. We pre
sent here our studies on the influence of substituents at three different f
unctionalization sites on cycloaromatization, and how these functional grou
ps can be tailored to prepare more complex systems. (C) 2001 Elsevier Scien
ce Ltd. AH rights reserved.