Boron Dipyrrin Dyes Exhibiting "Push-Pull-Pull" Electronic Signatures

被引：71

作者：

Ziessel, Raymond ^{[1
]}

Retailleau, Pascal ^{[2
]}

Elliott, Kristopher J. ^{[3
]}

Harriman, Anthony ^{[3
]}

机构：

[1] Ecole Europeenne Chim Polymeres & Mat, CNRS, Lab Chim Mol & Spect Avancees LCOSA, F-67087 Strasbourg 02, France

[2] ICSN CNR, Cristallochim Lab, F-91198 Gif Sur Yvette, France

[3] Newcastle Univ, Sch Chem, Mol Photon Lab, Newcastle Upon Tyne NE1 7RU, Tyne & Wear, England

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2009年 / 15卷 / 40期

基金：

英国工程与自然科学研究理事会;

关键词：

boron dipyrrin; electrochromism; ferrocenes; push-pull-pull; pi-conjugation; PHOTOPHYSICAL PROPERTIES; BODIPY DYES; DISTYRYL-BORADIAZAINDACENES; ANALOGS; DESIGN;

D O I：

10.1002/chem.200901725

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Manipulating the electronic pathway : A strategy has been devised for functionalizing boron dipyrrin dyes with one or two electroactive ferrocene units at the periphery. Oxidation of one or both ferrocene residues is fully reversible and gives rise to near-IR electrochromism. One-electron oxidation of the bis-derivative transforms the original push-pull-push" system into a "push-pull-pull" signature. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA."

引用

页码：10369 / 10374

页数：6

共 30 条

[1] Water soluble distyryl-boradiazaindacenes as efficient photosensitizers for photodynamic therapy [J].

Atilgan, Serdar ;

Ekmekci, Zeynep ;

Dogan, A. Lale ;

Guc, Dicle ;

Akkaya, Engin U. .

CHEMICAL COMMUNICATIONS, 2006, (42) :4398-4400

[2] Multivalency and cooperativity in supramolecular chemistry [J].

Badjic, JD ;

Nelson, A ;

Cantrill, SJ ;

Turnbull, WB ;

Stoddart, JF .

ACCOUNTS OF CHEMICAL RESEARCH, 2005, 38 (09) :723-732

[3]

Bard A.J., 2001, ELECTROCHEMICAL METH

[4] BODIPY-based hydroxyaryl derivatives as fluorescent pH probes [J].

Baruah, M ;

Qin, WW ;

Basaric, N ;

De Borggraeve, WM ;

Boens, N .

JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (10) :4152-4157

[5] Solvent and pH dependent fluorescent properties of a dimethylaminostyryl borondipyrromethene dye in solution [J].

Baruah, Mukulesh ;

Qin, Wenwu ;

Flors, Cristina ;

Hofkens, Johan ;

Valle, Renaud A. L. ;

Beljonne, David ;

Van der Auweraer, Mark ;

De Borggraeve, Wim M. ;

Boens, Noel .

JOURNAL OF PHYSICAL CHEMISTRY A, 2006, 110 (18) :5998-6009

[6] Redox-controlled fluorescence modulation in a BODIPY-quinone dyad [J].

Benniston, Andrew C. ;

Copley, Graeme ;

Elliott, Kristopher J. ;

Harrington, Ross W. ;

Clegg, William .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2008, 2008 (16) :2705-2713

[7] 3,5-diaryl-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) dyes:: Synthesis, spectroscopic, electrochemical, and structural properties [J].

Burghart, A ;

Kim, HJ ;

Welch, MB ;

Thoresen, LH ;

Reibenspies, J ;

Burgess, K ;

Bergstrom, F ;

Johansson, LBÅ .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (21) :7813-7819

[8]

CLEMENS O, 2008, J MOL STRUCT, V871, P15

[9] Distyryl-boradiazaindacenes: facile synthesis of novel near IR emitting fluorophores [J].

Dost, Zeynep ;

Atilgan, Serdar ;

Akkaya, Engin U. .

TETRAHEDRON, 2006, 62 (36) :8484-8488

[10] Tetrahedral boron chemistry for the preparation of highly efficient "Cascatelle" devices [J].

Goze, Christine ;

Ulrich, Gilles ;

Ziessel, Raymond .

JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (02) :313-322

← 1 2 3 →