Abstract
Functionalized heterohelicenes were prepared using sequential
olefin metathesis and direct arylation reactions. Functionalization
via C-H activation always occurs at the least hindered position
of the [5]helicene carbon skeleton. Attempts at
blocking the least hindered positions to force arylation at the
interior of the helicene skeleton result in decomposition of the
starting material. Installation of larger aromatic groups via arylation
can form helicenes albeit with limited solubility in common organic
solvents.
Key words
helicene - olefin metathesis - C-H
activation - heterohelicene - arylation
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