Synthesisoftwopentaarylated[60]fullerenederivativesAr5C60-H（Ar=p-MeC6H4,m-MeC6H4）andtheirnovelelectrochemicalproperties

被引：0

作者：

宋礼成

刘鹏蹟

胡青眉

ZANELLO

Piero

FONTANI

Marco

机构：

[1] Department of Chemistry

[2] Nankai University

[3] Tianjin

[4] China

[5] Dipartimento di Chimica dell' Universitd di Siena

[6] Via Aldo Moro

[7] Siena

[8] Italy

来源：

ChineseJournalofChemistry | 2000年 / 03期

关键词：

60]Fullerene; pentaarylated derivatives; synthesis; electrochemical properties;

D O I：

暂无

中图分类号：

O627 [元素有机化合物];

学科分类号：

070303 ; 081704 ;

摘要：

<正> Through one pot reaction of C60 with organocopper/magne-sium reagent ( p - MeQ H4 )2 CuMgBr or ( m - MeC6 H )2 -CuMgBr prepared from CuBr-Me2S and p-MeC6H4MgBr or m-MeC6H4MgBr and subsequent quenching with aqueous NH4Cl, two pentaarylated [60] fullerene derivatives (p-MeC6H4)5C60H (1) and (m-MeC6H4)5C60H (2) have been synthesized in 94% and 96% yields, respectively. While known compound 1 prepared via this improved method is unambiguously identified, new compound 2 is fully characterized by elemental analysis, IR, UV-vis, 1H NMR and 13C NMR spectroscopies. Additionally, electrochemical study shows that the two [60] fullerene derivatives 1 and 2 in dichloromethane solution display two sequential one-electron reductions which are shifted by about 0.4V towards more negative potential values with respect to free C60. Such remarkable cathodic shift is attributed to the multiple breakage of the double-bond conjugation within the fullerene core.

引用

页码：395 / 401

页数：7