Tuesday, 27 June 2006
Ponderosa (poster/exhibit) (John Ascuaga’s Nugget Casino Resort)
214

Toward a functionalized helicene

Jeremy M. Crowfoot, Devon L. Bateman, and Benjamin T. King. University of Nevada, Reno, Reno, NV

Large carbon helicenes are flexible polycyclic aromatic hydrocarbons, capable of extension and contraction. An amino-substituted [6.3.1]helicene may act as a molecular actuator, changing length as a function of pH.

The strategy to synthesize the helicene relies on a 1,5-dibromo-3-nitro-2,4-divinyl-benzene monomer. Polymerization of this monomer by Suzuki-Miyaura or Yamamoto conditions will be followed by ring-closing metathesis, and finally, reduction of the nitro-groups to afford the helicene. Synthetic progress will be presented.


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