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

被引:45
作者
Siedschlag, C
Luftmann, H
Wolff, C
Mattay, J
机构
[1] CHRISTIAN ALBRECHTS UNIV KIEL, INST ORGAN CHEM, D-24098 KIEL, GERMANY
[2] UNIV MUNSTER, INST ORGAN CHEM, D-48149 MUNSTER, GERMANY
关键词
D O I
10.1016/S0040-4020(97)00078-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[60]Fullerene is irradiated in the presence of the electron transfer sensitizer 9,10-dicyanoanthracene (DCA) under cosensitization with biphenyl. The generated radical cation C-60(.+) reacts with H-donors such as tert-butylmethyl ether, propionaldehyde and alcohols to give 1:1-adducts, the 1-substituted 1,2-dihydro[60]fullerenes. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:3587 / 3592
页数:6
相关论文
共 20 条
[1]   THE EFFECT OF META-CYANO OR PARA-CYANO SUBSTITUTION ON THE REACTIVITY OF THE RADICAL CATIONS OF ARYLALKENES AND ALKANES - RADICAL IONS IN PHOTOCHEMISTRY .34. [J].
ARNOLD, DR ;
DU, XY ;
CHEN, J .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1995, 73 (03) :307-318
[2]   Exohedral functionalization of [60]fullerene by [3+2] cycloadditions: Syntheses and chemical properties of triazolino-[60]fullerenes and 1,2-(3,4-dihydro-2H-pyrrolo)-[60]fullerenes [J].
Averdung, J ;
Mattay, J .
TETRAHEDRON, 1996, 52 (15) :5407-5420
[3]  
AVERDUNG J, 1996, FULLERENE SCI TECHN, V4, P633
[4]   SYNTHESIS, CHEMISTRY, AND PROPERTIES OF A MONOALKYLATED BUCKMINSTERFULLERENE DERIVATIVE, T-BUC-60 ANION [J].
FAGAN, PJ ;
KRUSIC, PJ ;
EVANS, DH ;
LERKE, SA ;
JOHNSTON, E .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (24) :9697-9699
[5]  
FOOTE CS, 1994, TOP CURR CHEM, V169, P347
[6]  
Hintz S, 1996, TOP CURR CHEM, V177, P77
[7]   SYNTHESIS OF ISOMERICALLY PURE ORGANODIHYDROFULLERENES [J].
HIRSCH, A ;
GROSSER, T ;
SKIEBE, A ;
SOI, A .
CHEMISCHE BERICHTE-RECUEIL, 1993, 126 (04) :1061-1067
[8]  
Hirsch A, 1994, CHEM FULLERENES
[9]  
ITO O, UNPUB J CHEM SOC P2
[10]   ADDITION OF ALCOHOLS AND HYDROCARBONS TO FULLERENES BY PHOTOSENSITIZED ELECTRON-TRANSFER [J].
LEM, G ;
SCHUSTER, DI ;
COURTNEY, SH ;
LU, QY ;
WILSON, SR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (01) :554-555