Easy access to unprecedented mixed functionalized dihydrofullerenes C60RH and C60RR′:: the C602- anion route

被引：27

作者：

Allard, E

Cheng, FY

Chopin, S

Delaunay, J

Rondeau, D

Cousseau, J

机构：

[1] Univ Angers, Fac Sci, Lab IMMO, CNRS,UMR 6501, F-49045 Angers, France

[2] Univ Angers, SCAS, F-49045 Angers, France

来源：

NEW JOURNAL OF CHEMISTRY | 2003年 / 27卷 / 02期

关键词：

D O I：

10.1039/b207433h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Functionalized mixed dihydrofullerenes C60RH and C60RR' are easily obtained from reactions between C-60(2-) anion and halo derivatives RX and R'X. The key step consists in the selective reaction of the intermediate [C60R](-) ion, as soon as it is formed, with either CF3CO2H or R'X. This process is made possible thanks to the very fast single electron transfer (SET) reaction between C-60(2-) and RX. Functionalized dihydrofullerenes C60RH thus prepared are also shown to be very good starting compounds for obtaining various C60RR' derivatives.

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页码：188 / 192

页数：5

相关论文

共 35 条

[21] Ionically dissociative hydrocarbons containing the C-60 skeleton [J].

Kitagawa, T ;

Tanaka, T ;

Takata, Y ;

Takeuchi, K ;

Komatsu, K .

TETRAHEDRON, 1997, 53 (29) :9965-9976

[22] SOLID C-60 - A NEW FORM OF CARBON [J].

KRATSCHMER, W ;

LAMB, LD ;

FOSTIROPOULOS, K ;

HUFFMAN, DR .

NATURE, 1990, 347 (6291) :354-358

[23] ADDITION OF AZOMETHINE YLIDES TO C-60 - SYNTHESIS, CHARACTERIZATION, AND FUNCTIONALIZATION OF FULLERENE PYRROLIDINES [J].

MAGGINI, M ;

SCORRANO, G ;

PRATO, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (21) :9798-9799

[24] ADDITION OF KETENE SILYL ACETALS TO THE TRIPLET EXCITED-STATE OF C-60 VIA PHOTOINDUCED ELECTRON-TRANSFER LEADING TO THE FULLERENEACETATES [J].

MIKAMI, K ;

MATSUMOTO, S ;

ISHIDA, A ;

TAKAMUKU, S ;

SUENOBU, T ;

FUKUZUMI, S .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (45) :11134-11141

[25] Synthesis, properties, and reactions of a stable carbanion derived from alkynyldihydrofullerene: 1-Octynyl-C-60 carbanion [J].

Murata, Y ;

Motoyama, K ;

Komatsu, K ;

Wan, TSM .

TETRAHEDRON, 1996, 52 (14) :5077-5090

[26]

Prato M, 1999, TOP CURR CHEM, V199, P173

[27] Discrete fulleride anions and fullerenium cations [J].

Reed, CA ;

Bolskar, RD .

CHEMICAL REVIEWS, 2000, 100 (03) :1075-1119

[28] PHOTOINDUCED ELECTRON-TRANSFER FROM A CONDUCTING POLYMER TO BUCKMINSTERFULLERENE [J].

SARICIFTCI, NS ;

SMILOWITZ, L ;

HEEGER, AJ ;

WUDL, F .

SCIENCE, 1992, 258 (5087) :1474-1476

[29] Functionalization of [60]fullerene by photoinduced electron transfer (PET): Syntheses of 1-substituted 1,2-dihydro [60]fullerenes [J].

Siedschlag, C ;

Luftmann, H ;

Wolff, C ;

Mattay, J .

TETRAHEDRON, 1997, 53 (10) :3587-3592

[30] [60]fullerene radical cation: Reactions and mechanism [J].

Siedschlag, C ;

Luftmann, H ;

Wolff, C ;

Mattay, J .

TETRAHEDRON, 1999, 55 (25) :7805-7818

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