Cationic dithieno[3,2-b:2′,3′-d]phospholes:: A new building block for luminescent, conjugated polyelectrolytes

被引：72

作者：

Durben, Stefan

Dienes, Yvonne

Baumgartner, Thomas

机构：

[1] Univ Calgary, Dept Chem, Calgary, AB T2N 1N4, Canada

[2] Rhein Westfal TH Aachen, Inst Inorgan Chem, D-52074 Aachen, Germany

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 25期

关键词：

D O I：

10.1021/ol062580w

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cationic dithieno[3,2-b:2 ',3 '-d]phospholes are accessible very efficiently by methylation of the phosphorus center. Further functionalization with bromo substituents in 2,6-positions affords a polymerizable monomer that can be copolymerized with a difunctionalized fluorene in a Suzuki-Miyaura-type cross-coupling protocol. The monomers as well as the resulting conjugated polyelectrolyte based on the phospholium units show very intriguing photoluminescence properties, even in the solid state.

引用

收藏

页码：5893 / 5896

页数：4

相关论文

共 32 条

[1] Fluorescence superquenching of conjugated polyelectrolytes: applications for biosensing and drug discovery [J].

Achyuthan, KE ;

Bergstedt, TS ;

Chen, L ;

Jones, RM ;

Kumaraswamy, S ;

Kushon, SA ;

Ley, KD ;

Lu, L ;

McBranch, D ;

Mukundan, H ;

Rininsland, F ;

Shi, X ;

Xia, W ;

Whitten, DG .

JOURNAL OF MATERIALS CHEMISTRY, 2005, 15 (27-28) :2648-2656

[2] EPR and DFT studies of the one-electron reduction product of phospholium cations [J].

Adkine, P ;

Cantat, T ;

Deschamps, E ;

Ricard, L ;

Mézailles, N ;

Le Floch, P ;

Geoffroy, M .

PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2006, 8 (07) :862-868

[3] Synthesis and unexpected reactivity of si-h functionalized Dithieno[3,2-b:2′,3′-d]phospholes [J].

Baumgartner, T ;

Wilk, W .

ORGANIC LETTERS, 2006, 8 (03) :503-506

[4] From model compounds to extended π-conjugated systems:: Synthesis and properties of dithieno[3,2-b:2′,3′-d]phospholes [J].

Baumgartner, T ;

Bergmans, W ;

Kárpáti, T ;

Neumann, T ;

Nieger, M ;

Nyulászi, L .

CHEMISTRY-A EUROPEAN JOURNAL, 2005, 11 (16) :4687-4699

[5] The dithieno[3,2-b:2′,3′-d]phosphole system:: A novel building block for highly luminescent π-conjugated materials [J].

Baumgartner, T ;

Neumann, T ;

Wirges, B .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (45) :6197-6201

[6] Comprehensive evaluation of the absorption, photophysical, energy transfer, structural, and theoretical properties of alpha-oligothiophenes with one to seven rings [J].

Becker, RS ;

deMelo, JS ;

Macanita, AL ;

Elisei, F .

JOURNAL OF PHYSICAL CHEMISTRY, 1996, 100 (48) :18683-18695

[7]

De Meijere A., 2004, Metal-Catalyzed Cross-Coupling Reactions

[8]

DEMAS JN, 1971, J PHYS CHEM-US, V75, P991, DOI 10.1021/j100678a001

[9] Synthesis and optoelectronic properties of transition metal complexes incorporating dithieno[3,2-b:2′,3′-d]phosphole ligands [J].

Institut für Anorganische Chemie, RWTH-Aachen, Landoltweg 1, 52074, Aachen, Germany .

Dalton Trans., 2006, 11 (1424-1433) :1424-1433

[10] Connecting π-chromophores by σ-P-P bonds:: New type of assemblies exhibiting σ-π-conjugation [J].

Fave, C ;

Hissler, M ;

Kárpáti, T ;

Rault-Berthelot, J ;

Deborde, V ;

Toupet, L ;

Nyulászi, L ;

Reau, R .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (19) :6058-6063

← 1 2 3 4 →