Reactions and reversible hydrogenation of single-walled carbon nanotube anions

Single-walled carbon nanotube (SWNT) radical anions will react with tetrahydrofuran and generate ethylene, enolates, and a partially hydrogenated nanotube backbone. The experimental evidence suggests that there are sp 3 C-H binding interactions. The total gravimetric content of hydrogen on a sample averages from 3.5% to 3.9% w/w, about four times the total amount observed for nanotubes hydrogenated via traditional Birch reduction reactions. Furthermore, the hydrogen desorbs at temperatures up to 400 °C less than those observed for the hydrogenated SWNTs formed after the Birch reduction. Finally, the first room temperature electron spin resonance spectrum of a nanotube radical ion is also reported.