Journal
ORGANIC LETTERS
Volume 5, Issue 11, Pages 1911-1914Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol0345576
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[GRAPHIC] The syntheses of two distinct families of phenylyne helical cyclophanes with potential for organic materials are described. The meta-bonded atropisomers afford interesting bowtie-like and butterfly-like conformers from a palladium(0), copper-mediated coupling sequence. Molecular modeling revealed the contrasting stereochemistry in these systems from differential molecular folding pathways during cyclization. The interplanar separation of the superimposed aromatic rings is similar to3.5 Angstrom.
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