How Do Redox Groups Behave around a Rigid Molecular Platform? Hexa(ferrocenylethynyl)benzenes and Their "Electrostatic" Redox Chemistry

被引：110

作者：

Diallo, Abdou K. ^{[1
]}

Daran, Jean-Claude ^{[2
]}

Varret, Francois ^{[3
]}

Ruiz, Jaime ^{[1
]}

Astruc, Didier ^{[1
]}

机构：

[1] Univ Bordeaux 1, CNRS, UMR 5255, Inst Mol Sci, F-33405 Talence, France

[2] CNRS, Chim Coordinat Lab, UPR 8241, F-33000 Toulouse, France

[3] CNRS, UMR 8635, Grp Etud Mat Condensee, F-78000 Versailles, France

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2009年 / 48卷 / 17期

关键词：

dendrimers; electron transfer; ferrocene; ion pairs; redox chemistry; ELECTRONIC INTERACTIONS; DELTA-E-1/2; VALUES; DENDRIMERS; COMPLEXES; ACETONITRILE; FERROCENYL; META; CONSTANT; ENERGIES; POLYMERS;

D O I：

10.1002/anie.200900216

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A new family of hexakis(ferrocenylethynyl)benzenes was synthesized by Negishi coupling from ethynylferrocenes and C6Br6 and can be reversibly oxidized to stable hexaferrocenium salts (see picture, Ar F=[3,5-C6H3(CF3)2]). Their cyclic voltammograms show a single six-electron wave, three distinct two-electron waves, or a cascade of six single-electron waves, depending on the electrolyte counterion and number of methyl substituents on the ferrocenyl groups. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：3141 / 3145

页数：5

共 56 条

[1] Electronic effects of para- and meta-substituents on the EPR D parameter in 1,3-arylcyclopentane-1,3-diyl triplet diradicals. A new spectroscopic measure of alpha spin densities and radical stabilization energies in benzyl-type monoradicals
Adam, W
Harrer, HM
Kita, F
Korth, HG
Nau, WM
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (05) : 1419 - 1426
[2] 1,3,5/2,4,6-differentiated hexaalkynylbenzenes: Absorption and fluorescence properties of a D-3h-symmetric donor-substituted system
Anthony, JE
Khan, SI
Rubin, Y
[J]. TETRAHEDRON LETTERS, 1997, 38 (20) : 3499 - 3502
[3] ARMSTRONG JC, 1986, ANGEW CHEM, V98, P270
[4] Dendrimers and gold nanoparticles as exo-receptors sensing biologically important anions
Astruc, D
Daniel, MC
Ruiz, J
[J]. CHEMICAL COMMUNICATIONS, 2004, (23) : 2637 - 2649
[5] ASTRUC D, 2007, ORGANOMETALLIC CHEM, P502
[6] Metallocenyl dendrimers and their applications in molecular electronics, sensing, and catalysis
Astruc, Didier
Ornelas, Catia
Ruiz, Jaime
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 2008, 41 (07) : 841 - 856
[7] Use of medium effects to tune the ΔE1/2 values of bimetallic and oligometallic compounds
Barrière, F
Camire, N
Geiger, WE
Mueller-Westerhoff, UT
Sanders, R
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (25) : 7262 - 7263
[8] Use of weakly coordinating anions to develop an integrated approach to the tuning of ΔE1/2 values by medium effects
Barrière, F
Geiger, WE
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (12) : 3980 - 3989
[9] Beer P.D., 2001, ANGEW CHEM, V113, P502
[10] Beer PD, 2001, ANGEW CHEM INT EDIT, V40, P486, DOI 10.1002/1521-3773(20010202)40:3<486::AID-ANIE486>3.0.CO

← 1 2 3 4 5 6 →