Five-fold annulation of corannulene as a route toward nanocones and nanotubes

ORGN 763

Jennifer M Quimby, quimbyje@bc.edu, Derrick Ho, and Lawrence T. Scott, lawrence.scott@bc.edu. Department of Chemistry, Boston College, Eugene F. Merkert Chemistry Center, 2609 Beacon Street, Chestnut Hill, MA 02467
Carbon nanocones can be thought of as graphene sheets with one to five pentagon defects that cause the sheet to pucker. The synthesis of a singly defective graphene sheet has been designed utilizing corannulene as the source of the one pentagon. Coupling this with simple aromatic compounds followed by a five-fold annulation forming six-membered rings will result in the nanocone seen below (left). By using a similar approach, the five-fold annulation will instead form five-membered rings resulting in a [5,5] nanotube end cap with solubilizing sidechains. This can be seen below (right), and is referred to fondly as a bucky-squid.

 

Combinatorial, Parallel and Process Chemistry, Heterocycles, Aromatics, New Reactions and Methodology
8:00 PM-10:00 PM, Wednesday, August 22, 2007 BCEC -- Exhibit Hall - B2, Poster

Division of Organic Chemistry

The 234th ACS National Meeting, Boston, MA, August 19-23, 2007