Chemical synthesis of single wall carbon nanotubes: Progress toward a C60H12, C3V symmetric end-cap template utilizing a 1,3-shift of hydrogen in aryl radicals

ORGN 748

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. Our strategy involves a ten step synthetic route to obtain a three fold symmetric planar polycyclic aromatic hydrocarbon precursor. The final step entails a high temperature flash vacuum pyrolysis which relies on a novel 1,3-shift of hydrogen in aryl radicals. Mechanistic studies were carried out to establish the utility of the new shift. Once isolated, the end-cap is expected to be lengthened via a polymeric growth process.