One-step multiple addition of amine to [60]fullerene. - Synthesis of tetra(amino)fullerene epoxide under photochemical aerobic conditions

被引:88
作者
Isobe, H [1 ]
Tomita, N [1 ]
Nakamura, E [1 ]
机构
[1] Univ Tokyo, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
关键词
D O I
10.1021/ol006573y
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] A secondary amine undergoes a one step multiple addition to [60]fullerene under photochemical aerobic conditions to produce tetra(amino)fullerene epoxide 1 in moderate to excellent yield.
引用
收藏
页码:3663 / 3665
页数:3
相关论文
共 10 条
[1]   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
[2]   A cage with fullerene end caps [J].
Isobe, H ;
Ohbayashi, A ;
Sawamura, M ;
Nakamura, E .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (11) :2669-2670
[3]   RADICAL REACTIONS OF C60 [J].
KRUSIC, PJ ;
WASSERMAN, E ;
KEIZER, PN ;
MORTON, JR ;
PRESTON, KF .
SCIENCE, 1991, 254 (5035) :1183-1185
[4]   Synthesis, X-ray structure, and properties of the first tetrakisadduct of fullerene C-60 having a fulvene-type pi-system on the spherical surface [J].
Murata, Y ;
Shiro, M ;
Komatsu, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (34) :8117-8118
[5]  
NAKAMURA E, IN PRESS ANGEW CHEM
[6]   The first pentahaptofullerene metal complexes [J].
Sawamura, M ;
Iikura, H ;
Nakamura, E .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (50) :12850-12851
[7]   Single-step synthesis of pentaaryl-monohydro[60]fullerenes through fivefold addition of organocopper reagent to C60 [J].
Sawamura, M ;
Iikura, H ;
Ohama, T ;
Hackler, UE ;
Nakamura, E .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2000, 599 (01) :32-36
[8]   Stepwise synthesis of fullerene cyclopentadienide R5C60- and indenide R3C60-.: An approach to fully unsymmetrically substituted derivatives [J].
Sawamura, M ;
Toganoh, M ;
Suzuki, K ;
Hirai, A ;
Iikura, H ;
Nakamura, E .
ORGANIC LETTERS, 2000, 2 (13) :1919-1921
[9]  
Sawamura M, 2000, CHEM LETT, P270
[10]   REACTION OF [60]FULLERENE WITH MORPHOLINE AND PIPERIDINE - PREFERRED 1,4-ADDITIONS AND FULLERENE DIMER FORMATION [J].
SCHICK, G ;
KAMPE, KD ;
HIRSCH, A .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (19) :2023-2024