The reaction of fullerene C60 with 4,6-dimethyl-1,2,3-triazine:: Formation of an open-cage fullerene derivative

被引：52

作者：

Murata, Y ^{[1
]}

Murata, M ^{[1
]}

Komatsu, K ^{[1
]}

机构：

[1] Kyoto Univ, Inst Chem Res, Uji, Kyoto 6110011, Japan

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2001年 / 66卷 / 24期

关键词：

D O I：

10.1021/jo010798k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A thermal reaction of fullerene C-60 with 4,6-dimethyl-1,2,3-triazine (4) in o-dichlorobenzene gave azacyclohexadiene-fused fullerene derivative 5, by the reaction with intermediate azete 11, and then, after flash chromatography over SiO2, open-cage fullerene derivative 6 having an eight-membered ring orifice on the C-60 cage. Compound 6 is assumed to be formed via addition of diradical intermediate 13 to C-60. Compound 6 underwent a further photochemical reaction with singlet oxygen with the cleavage of one of the double bonds at the rim of the orifice to afford triketone derivative 8 having a 12-membered ring orifice.

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页码：8187 / 8191

页数：5

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