Lanthanum endohedral metallofulleropyrrolidines: Synthesis, isolation, and EPR characterization

被引：48

作者：

Cao, BP

Wakahara, T

Maeda, Y

Han, AH

Akasaka, T ^{[1
]}

Kato, T

Kobayashi, K

Nagase, S

机构：

[1] Univ Tsukuba, Ctr Tsukuba Adv Res Alliance, Tsukuba, Ibaraki 3058577, Japan

[2] Inst Mol Sci, Okazaki, Aichi 4448585, Japan

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2004年 / 10卷 / 03期

关键词：

cycloaddition; endohedral metallofullerenes; fullerenes; fulleropyrrolidines;

D O I：

10.1002/chem.200305167

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Lanthanum endohedral metallofulleropyrrolidines nave been synthesized for the first time through addition of an azomethine ylide to La@ C-82-A in toluene. It was found that the addition reaction is very efficient and, to some extent, regioselective. Two major endohedral metallofulleropyrrolidines, a monoadduct and a bisadduct of La@C-82-A with abundance ratio of similar to1:0.4, have been isolated by HPLC chromatography and characterized by mass spectrometry, UV/Vis-NIR absorption, and EPR spectroscopy. The electronic structure of La@C-82-A has been modified slightly upon monoaddition and significantly upon bisaddition of the pyrrolidines.

引用

页码：716 / 720

页数：5

共 22 条

[1] EXOHEDRAL DERIVATIZATION OF AN ENDOHEDRAL METALLOFULLERENE GD-AT-C-82 [J].

AKASAKA, T ;

NAGASE, S ;

KOBAYASHI, K ;

SUZUKI, T ;

KATO, T ;

YAMAMOTO, K ;

FUNASAKA, H ;

TAKAHASHI, T .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (13) :1343-1344

[2] SYNTHESIS OF THE FIRST ADDUCTS OF THE DIMETALLOFULLERENES LA-2-AT-C-80 AND SC-2-AT-C-84 BY ADDITION OF A DISILIRANE [J].

AKASAKA, T ;

NAGASE, S ;

KOBAYASHI, K ;

SUZUKI, T ;

KATO, T ;

KIKUCHI, K ;

ACHIBA, Y ;

YAMAMOTO, K ;

FUNASAKA, H ;

TAKAHASHI, T .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (19) :2139-2141

[3] EXOHEDRAL ADDUCTS OF LA-AT-C-82 [J].

AKASAKA, T ;

KATO, T ;

KOBAYASHI, K ;

NAGASE, S ;

YAMAMOTO, K ;

FUNASAKA, H ;

TAKAHASHI, T .

NATURE, 1995, 374 (6523) :600-601

[4] Chemical derivatization of endohedral metallofullerene La@C-82 with digermirane [J].

Akasaka, T ;

Kato, T ;

Nagase, S ;

Kobayashi, K ;

Yamamoto, K ;

Funasaka, H ;

Takahashi, T .

TETRAHEDRON, 1996, 52 (14) :5015-5020

[5]

AKASAKA T, 1995, ANGEW CHEM, V107, P2303

[6] Molecular recognition by a silica-bound fullerene derivative [J].

Bianco, A ;

Gasparrini, F ;

Maggini, M ;

Misiti, D ;

Polese, A ;

Prato, M ;

Scorrano, G ;

Toniolo, C ;

Villani, C .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (32) :7550-7554

[7] Organic functionalization of carbon nanotubes [J].

Georgakilas, V ;

Kordatos, K ;

Prato, M ;

Guldi, DM ;

Holzinger, M ;

Hirsch, A .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (05) :760-761

[8] Purification of HiPCO carbon nanotubes via organic functionalization [J].

Georgakilas, V ;

Voulgaris, D ;

Vázquez, E ;

Prato, M ;

Guldi, DM ;

Kukovecz, A ;

Kuzmany, H .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (48) :14318-14319

[9]

Hirsch A., 1998, FULLERENES RELATED S

[10] Crystallographic characterization and structural analysis of the first organic functionalization product of the endohedral fullerene SC3N@C80 [J].

Lee, HM ;

Olmstead, MM ;

Iezzi, E ;

Duchamp, JC ;

Dorn, HC ;

Balch, AL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (14) :3494-3495

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