Photochemical reaction of the open-cage fullerene derivative with singlet oxygen

被引:43
作者
Murata, Y [1 ]
Komatsu, K [1 ]
机构
[1] Kyoto Univ, Dept Chem Res, Kyoto 6110011, Japan
关键词
D O I
10.1246/cl.2001.896
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Photochemical reaction of open-cage fullerene 1 with singlet oxygen gave oxidation product 3, which was shown to have an enol and a carbonyl groups on the 12-membered-ring orifice on the fullerene cage by spectroscopic method and density functional calculations.
引用
收藏
页码:896 / 897
页数:2
相关论文
共 18 条
[1]   Triple scission of a six-membered ring on the surface of C-60 via consecutive pericyclic reactions and oxidative cobalt insertion [J].
Arce, MJ ;
Viado, AL ;
An, YZ ;
Khan, SI ;
Rubin, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (15) :3775-3776
[2]   SYNTHESIS AND CHARACTERIZATION OF (C60)O, THE 1ST FULLERENE EPOXIDE [J].
CREEGAN, KM ;
ROBBINS, JL ;
ROBBINS, WK ;
MILLAR, JM ;
SHERWOOD, RD ;
TINDALL, PJ ;
COX, DM ;
SMITH, AB ;
MCCAULEY, JP ;
JONES, DR ;
GALLAGHER, RT .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (03) :1103-1105
[3]  
FRISCH MJ, 1998, GAUSSIAN98 PROGRAM R
[4]   Nickel-promoted first ene-diyne cycloaddition reaction on C60:: Synthesis and photochemistry of the fullerene derivatives [J].
Hsiao, TY ;
Santhosh, KC ;
Liou, KF ;
Cheng, CH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (47) :12232-12236
[5]   ISOLATION OF THE HETEROFULLERENE C59N AS ITS DIMER (C59N)(2) [J].
HUMMELEN, JC ;
KNIGHT, B ;
PAVLOVICH, J ;
GONZALEZ, R ;
WUDL, F .
SCIENCE, 1995, 269 (5230) :1554-1556
[6]   THERE IS A HOLE IN MY BUCKY [J].
HUMMELEN, JC ;
PRATO, M ;
WUDL, F .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (26) :7003-7004
[7]  
Inoue H, 2000, SYNLETT, P1178
[8]   Photooxygenative partial ring cleavage of bis(fulleroid): synthesis of a novel fullerene derivative with a 12-membered ring [J].
Inoue, H ;
Yamaguchi, H ;
Iwamatsu, S ;
Uozaki, T ;
Suzuki, T ;
Akasaka, T ;
Nagase, S ;
Murata, S .
TETRAHEDRON LETTERS, 2001, 42 (05) :895-897
[9]   Synthesis of hydroazafullerene C59HN, the parent hydroheterofullerene [J].
KeshavarzK, M ;
Gonzalez, R ;
Hicks, RG ;
Srdanov, G ;
Srdanov, VI ;
Collins, TG ;
Hummelen, JC ;
BellaviaLund, C ;
Pavlovich, J ;
Wudl, F ;
Holczer, K .
NATURE, 1996, 383 (6596) :147-150
[10]  
KOCH W, 2000, CHEM GUIDE DENT FUNC