The Ugi Four-Component Reaction Route to Photoinducible Electron-Transfer Systems

被引:22
作者
Bay, Sarah [1 ]
Villnow, Torben [2 ]
Ryseck, Gerald [2 ]
Rai-Constapel, Vidisha [3 ]
Gilch, Peter [2 ]
Mueller, Thomas J. J. [1 ]
机构
[1] Univ Dusseldorf, Inst Organ Chem & Makromol Chem, D-40225 Dusseldorf, Germany
[2] Univ Dusseldorf, Inst Phys Chem, D-40225 Dusseldorf, Germany
[3] Univ Dusseldorf, Inst Theoret Chem & Comp Chem, D-40225 Dusseldorf, Germany
关键词
chromophores; cyclic voltammetry; electron transfer; femtosecond spectroscopy; fluorescence spectroscopy; multicomponent reactions; CHARGE SEPARATION; MULTICOMPONENT REACTIONS; SOLVENT DEPENDENCE; ENERGY; PHOTOSYNTHESIS; PORPHYRIN; CHEMISTRY; BEHAVIOR; DYADS;
D O I
10.1002/cplu.201200279
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Easy as pi: The Ugi four-component reaction (4CR) gives access to a functional πsystem consisting of an electron donor and an electron acceptor (see figure; PT=phenothiazine, AQ=9,10-anthraquinone). Intramolecular photoinduced electron transfer generates charge-separated diradical ion pairs originating from the singlet and triplet excited states. Charge separation in the triplet species persists for more than 2ns. © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:137 / 141
页数:5
相关论文
共 57 条
[1]   Chemical approaches to artificial photosynthesis. 2 [J].
Alstrum-Acevedo, JH ;
Brennaman, MK ;
Meyer, TJ .
INORGANIC CHEMISTRY, 2005, 44 (20) :6802-6827
[2]  
Balzani V., 2003, Molecular Devices and Machines, a Journey into the Nanoworld
[3]   Recent advances in multicomponent reactions for diversity-oriented synthesis [J].
Biggs-Houck, James E. ;
Younai, Ashkaan ;
Shaw, Jared T. .
CURRENT OPINION IN CHEMICAL BIOLOGY, 2010, 14 (03) :371-382
[4]   First syntheses and electronic properties of (oligo)phenothiazine-C60 dyads [J].
Bucci, Nadine ;
Mueller, Thomas J. J. .
TETRAHEDRON LETTERS, 2006, 47 (47) :8323-8327
[5]   Synthesis and electronic properties of (oligo)phenothiazine-ethynyl-hydro-C60 dyads [J].
Bucci, Nadine ;
Mueller, Thomas J. J. .
TETRAHEDRON LETTERS, 2006, 47 (47) :8329-8332
[6]   PHOTOELECTROCHEMICAL ELECTRON-SPIN-RESONANCE .4. THE PHOTO-ECE REACTION AND THE REDUCTION OF 1-HALOGENOANTHRAQUINONES [J].
COMPTON, RG ;
COLES, BA ;
PILKINGTON, MBG ;
BETHELL, D .
JOURNAL OF THE CHEMICAL SOCIETY-FARADAY TRANSACTIONS, 1990, 86 (04) :663-670
[7]   Synthesis and Controlled Self-Assembly of Covalently Linked Hexa-peri-hexabenzocoronene/Perylene Diimide Dyads as Models To Study Fundamental Energy and Electron Transfer Processes [J].
Doessel, Lukas F. ;
Kamm, Valentin ;
Howard, Ian A. ;
Laquai, Frederic ;
Pisula, Wojciech ;
Feng, Xinliang ;
Li, Chen ;
Takase, Masayoshi ;
Kudernac, Tibor ;
De Feyter, Steven ;
Muellen, Klaus .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (13) :5876-5886
[8]   Recent developments in isocyanide based multicomponent reactions in applied chemistry [J].
Dömling, A .
CHEMICAL REVIEWS, 2006, 106 (01) :17-89
[9]  
Dömling A, 2000, ANGEW CHEM INT EDIT, V39, P3168, DOI 10.1002/1521-3773(20000915)39:18<3168::AID-ANIE3168>3.0.CO
[10]  
2-U