화학공학소재연구정보센터
Journal of the American Chemical Society, Vol.121, No.34, 7800-7803, 1999
Non-pyrolytic syntheses of buckybowls: Corannulene, cyclopentacorannulene, and a semibuckminsterfullerene
Corannulene (1), cyclopentacorannulene (2), and a C30H12 Semibuckminsterfullerene (3) have been prepared by non-pyrolytic methods employing bromomethl/dibromomethyl and/or dibromomethyl/dibromomethyl coupling with low-valent titanium or vanadium. Reductive coupling of tetrakis(dibromomethyl)fluoranthene (8) with vanadium(III) chloride and lithium aluminum hydride affords corannulene in 70-75% yield. Similarly, hexakis(dibromomethyl)fluoranthene (13) leads to cyclopentacorannulene in 20-30% yield, and dodecabromo(octamethyl)indenofluoranthene (6) affords semibuckminsterfullerene (3) in 20% yield.