Progress towards the synthesis of a C60H12 armchair nanotube end-cap utilizing a 1,3 shift of hydrogen

ORGN 867

Thomas J. Hill, hilltb@bc.edu, Richard K. Hughes Jr., hughesrd@bc.edu, and Lawrence T. Scott, lawrence.scott@bc.edu. Department of Chemistry, Boston College, Merkert Chemistry Center, Chestnut Hill, MA 02467-3860
Nanotubes have garnered much attention of late. To take advantage of the unique electronic properties of these special molecules in materials applications, we must first develop a method to obtain a uniform composition of nanotubes. We are working towards the first rational synthesis of a nanotube end-cap, which will serve as a template for its elongation to a conducting armchair nanotube. A retrosynthetic analysis leads to the trimeric precursor (1), which can be synthesized via a ten step route. It is expected that 1 should close to the desired end-cap via successive cyclodehydrogenations initiated by 1,3 hydrogen shifts under flash vacuum pyrolysis conditions.

 

Heterocycles and Aromatics
8:00 AM-12:00 PM, Thursday, 14 September 2006 Moscone Center -- Room 135, Oral

Division of Organic Chemistry

The 232nd ACS National Meeting, San Francisco, CA, September 10-14, 2006