The Synthesis of an Alkyl-Solubilized [15]Phenacene

Posted June 24th, 2010 at 3:57 pm.

Abstract: Ariana Hall
Mentor: Dr. Mallory
[n]Phenacenes, or graphene ribbons, are molecules containing [n] aromatic rings fused in a zigzag pattern. Pseudo one-dimensional graphene ribbons are similar to pseudo two-dimensional graphene sheets, so they may have similar conductive properties; because of this, they could potentially be used as molecular-scale wires. The longest [n]phenacene synthesized by the Mallory group had eleven rings. This experiment will attempt to synthesize a [15]phenacene. Because longer [n]phenacenes are very insoluble, four solubilizing alkyl groups are also attached to the molecule.

The synthesis scheme involves a sequence of reactions, including Grignard, Horner-Emmons, bromination and photocyclization reactions.

Filed under: 2010,Hall, Ariana,Mallory, Dr. Frank Tags: by Lisa Klinman

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