Highly selective reactions of C60Cl6 with thiols for the synthesis of functionalized [60]fullerene derivatives

被引:62
作者
Khakina, Ekaterina A. [1 ]
Yurkova, Anastasiya A. [1 ]
Peregudov, Alexander S. [2 ]
Troyanov, Sergey I. [3 ]
Trush, Vyacheslav V. [4 ]
Vovk, Andrey I. [4 ]
Mumyatov, Alexander V. [1 ]
Martynenko, Vyacheslav M. [1 ]
Balzarini, Jan [5 ]
Troshin, Pavel A. [1 ]
机构
[1] IPCP RAS, Chernogolovka 141432, Russia
[2] INEOS RAS, Moscow 119991, Russia
[3] Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119991, Russia
[4] Natl Acad Sci Ukraine, Inst Bioorgan Chem & Petrochem, UA-02660 Kiev 94, Ukraine
[5] Catholic Univ Louvain, Rega Inst Med Res, B-3000 Louvain, Belgium
关键词
FULLERENE DERIVATIVES; CHLOROFULLERENE C60CL6; INHIBITORS;
D O I
10.1039/c2cc32517a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Chlorofullerene C60Cl6 undergoes highly selective reactions with thiols forming compounds C-60[SR](5)H with high yields. These reactions open up straightforward synthetic routes to many functionalized fullerene derivatives, e. g. water-soluble compounds showing interesting biological activities.
引用
收藏
页码:7158 / 7160
页数:3
相关论文
共 28 条
[1]  
Abdul Sada A., 1998, J CHEM SOC P1, P393
[2]   Isolation and characterisation of Cs-symmetry C60Me5O2OH, the first methylated fullerenol;: a bis-epoxide with two oxygens in a pentagonal ring [J].
Al-Matar, H ;
Hitchcock, PB ;
Avent, AG ;
Taylor, R .
CHEMICAL COMMUNICATIONS, 2000, (12) :1071-1072
[3]   Isolation and characterization of unsymmetrical C60Me5O3H, a cage-opened bisepoxide ketone:: Tautomerism involving a fullerene cage bond [J].
Al-Matar, H ;
Abdul-Sada, AK ;
Avent, AG ;
Taylor, R .
ORGANIC LETTERS, 2001, 3 (11) :1669-1671
[4]   Formation of C(70)Ph(10) and C(70)Ph(8) from the electrophile C70Cl10 [J].
Avent, AG ;
Birkett, PR ;
Darwish, AD ;
Kroto, HW ;
Taylor, R ;
Walton, DRM .
TETRAHEDRON, 1996, 52 (14) :5235-5246
[5]   Formation and characterisation of alkoxy derivatives of [60]fullerene [J].
Avent, AG ;
Birkett, PR ;
Darwish, AD ;
Houlton, S ;
Taylor, R ;
Thomson, KST ;
Wei, XW .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 2001, (05) :782-786
[6]   FORMATION AND CHARACTERIZATION OF C70CL10 [J].
BIRKETT, PR ;
AVENT, AG ;
DARWISH, AD ;
KROTO, HW ;
TAYLOR, R ;
WALTON, DRM .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (06) :683-684
[7]   PREPARATION AND C-13 NMR SPECTROSCOPIC CHARACTERIZATION OF C-60CL6 [J].
BIRKETT, PR ;
AVENT, AG ;
DARWISH, AD ;
KROTO, HW ;
TAYLOR, R ;
WALTON, DRM .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (15) :1230-1232
[8]   Preparation and characterisation of unsymmetrical C(60)Ph(4) and symmetrical C(60)Ph(2): The effect of regioselective nucleophilic attack upon C60Cl6 [J].
Birkett, PR ;
Avent, AG ;
Darwish, AD ;
Kroto, HW ;
Taylor, R ;
Walton, DRM .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1997, (03) :457-461
[9]   Fullerene derivatives: an attractive tool for biological applications [J].
Bosi, S ;
Da Ros, T ;
Spalluto, G ;
Prato, M .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2003, 38 (11-12) :913-923
[10]  
Cataldo F, 2008, CARBON MATER-CHEM PH, V1, P317