Strong electron acceptor properties of 3′(pentafluorophenyl)isoxazolo[4′,5′:1,2][60]fullerene derivatives

被引：26

作者：

Irngartinger, H ^{[1
]}

Escher, T ^{[1
]}

机构：

[1] Univ Heidelberg, Inst Organ Chem, D-69120 Heidelberg, Germany

来源：

TETRAHEDRON | 1999年 / 55卷 / 35期

关键词：

D O I：

10.1016/S0040-4020(99)00607-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Investigations on the synthesis and electrochemical behaviour of a new class of acceptor substituted isoxazolofullerenes is described. The influence of distance and orientation of pentafluorophenyl substituents on cyclic voltammetry is discussed. The strong acceptor effect of Ic could be due to a through space interaction of a pentafluoro-phenyl substituent with the [60]fullerene surface. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：10753 / 10760

页数：8

共 27 条

[1]

[Anonymous], [No title captured]

[2] Enhanced acceptor character in fullerene derivatives. Synthesis and electrochemical properties of fulleropyrrolidinium salts [J].

Da Ros, T ;

Prato, M ;

Carano, M ;

Ceroni, P ;

Paolucci, F ;

Roffia, S .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (45) :11645-11648

[3]

DAROS T, 1997, J CHEM SOC CHEM COMM, P59

[4] IMPROVED CHROMATOGRAPHIC-SEPARATION OF C-60 AND C-70 [J].

DARWISH, AD ;

KROTO, HW ;

TAYLOR, R ;

WALTON, DRM .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (01) :15-16

[5] Cycloaddition of C-60 fullerene to stable 2-RSO2-benzonitrile oxides [J].

Drozd, VN ;

Knyazev, VN ;

Stoyanovich, FM ;

Dolgushin, FM ;

Yanovsky, AI .

RUSSIAN CHEMICAL BULLETIN, 1997, 46 (01) :113-121

[6]

EGUCHI S, 1996, FULLERENES RECENT AD, V3, P1233

[7] ELECTROCHEMICAL EVIDENCE FOR THROUGH-SPACE ORBITAL INTERACTIONS IN SPIROMETHANOFULLERENES [J].

EIERMANN, M ;

HADDON, RC ;

KNIGHT, B ;

LI, QC ;

MAGGINI, M ;

MARTIN, N ;

OHNO, T ;

PRATO, M ;

SUZUKI, T ;

WUDL, F .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (15) :1591-1594

[8]

EIERMANN M, 1995, ANGEW CHEM, V107, P1733

[9] [60]Fullerene-based electron acceptors with tetracyano-p-quinodimethane (TCNQ) and dicyano-p-quinonediimine (DCNQI) derivatives [J].

Illescas, B ;

Martin, N ;

Seoane, C .

TETRAHEDRON LETTERS, 1997, 38 (11) :2015-2018

[10]

Irngartinger H, 1996, LIEBIGS ANN-RECL, P1609

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