Base-catalysed oxidative [3+2]cycloaddition reaction of [60]fullerene with beta-dicarbonyl compounds

被引:32
作者
Ohno, M [1 ]
Yashiro, A [1 ]
Eguchi, S [1 ]
机构
[1] NAGOYA UNIV, FAC ENGN, INST APPL ORGAN CHEM, CHIKUSA KU, NAGOYA, AICHI 46401, JAPAN
关键词
D O I
10.1039/cc9960000291
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The ambiphilic nature of beta-keto esters and beta-diketones allows cycloaddition to C-60 in the presence of piperidine to give dihydrofuran-fused C-60 derivatives via oxidative cyclization complimentary to the concerted process.
引用
收藏
页码:291 / 292
页数:2
相关论文
共 32 条
[1]   ELECTRONIC AND STERIC EFFECTS IN THE ADDITION OF ELECTROPHILIC 1,3-DICARBONYLALKYL RADICALS TO STYRENES [J].
BACIOCCHI, E ;
RUZZICONI, R .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (15) :4772-4778
[2]   1,3-DIPOLAR CYCLOADDITION OF PYRAZOLIDINIUM YLIDES TO C-60 FULLERENE [J].
DUCZEK, W ;
NICLAS, HJ .
TETRAHEDRON LETTERS, 1995, 36 (14) :2457-2458
[3]  
EGUCHI S, 1993, KIKAN FURAREN, V1, P99
[4]   DYE-SENSITIZED PHOTOOXYGENATION OF 2,3-DIHYDROFURANS - COMPETING [2+2] CYCLOADDITIONS AND ENE REACTIONS OF SINGLET OXYGEN WITH A RIGID CYCLIC ENOL ETHER SYSTEM [J].
GOLLNICK, K ;
KNUTZENMIES, K .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (12) :4017-4027
[5]   THE REVERSIBLE CYCLOADDITION OF ISOMUNCHNONES TO C-60 [J].
GONZALEZ, R ;
KNIGHT, BW ;
WUDL, F ;
SEMONES, MA ;
PADWA, A .
JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (26) :7949-7951
[6]  
HIRSCH A, 1994, CHEM FULLERENES, P79
[7]   COBALT(II) ACETATE PROMOTED OXIDATIVE ADDITION OF 1,3-DICARBONYL COMPOUNDS TO ALKENES UNDER AEROBIC CONDITIONS [J].
IQBAL, J ;
BHATIA, B ;
NAYYAR, NK .
TETRAHEDRON, 1991, 47 (32) :6457-6468
[8]   FUNCTIONALIZATION OF C-60 WITH NITRILE OXIDES TO 4,5-DIHYDROISOXAZOLES AND THEIR STRUCTURE DETERMINATION [J].
IRNGARTINGER, H ;
KOHLER, CM ;
HUBERPATZ, U .
CHEMISCHE BERICHTE, 1994, 127 (03) :581-584
[9]   DIAMINO AND TETRAAMINO DERIVATIVES OF BUCKMINSTERFULLERENE C-60 [J].
KAMPE, KD ;
EGGER, N ;
VOGEL, M .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1993, 32 (08) :1174-1176
[10]  
KAMPE KD, 1995, LIEBIGS ANN, P115