First isolation and characterization of eight regioisomers for [60]fullerene-benzene bisadducts.
[reaction: see text]. The [2 + 2] cycloaddition between [60]fullerene and benzyne generated from 4,5-dimethoxyanthranilic acid (4) afforded bisadducts 5 along with the monoadduct. All of the eight possible regioisomers were first isolated by HPLC and then characterized on the basis of MS, NMR, UV-vis, and CD spectroscopies.
Nakamura
Y
Y
Department of Chemistry, Gunma University, Tenjin-cho, Kiryu, Gunma 376-8515, Japan.
Takano
N
N
Nishimura
T
T
Yashima
E
E
Sato
M
M
Kudo
T
T
Nishimura
J
J
D002244:Carbon / Q000737:chemistry*; D002725:Chloroform / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid; D002942:Circular Dichroism; D016166:Free Radical Scavengers / Q000737:chemistry*; D037741:Fullerenes; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008956:Models, Chemical; D013053:Spectrophotometry; D013237:Stereoisomerism; D013997:Time Factors; D014466:Ultraviolet Rays; D062367:ortho-Aminobenzoates / Q000737:chemistry*
D016166:Free Radical Scavengers; D037741:Fullerenes; D062367:ortho-Aminobenzoates; D002244:Carbon; D002725:Chloroform; C069837:fullerene C60