期刊
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2012, 期 3, 页码 529-538出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201101226
关键词
Charge transfer; Donor-acceptor systems; Nonlinear optics; Electrochemistry; Pyrazine
资金
- Ministry of Education, Youth and Sport of the Czech Republic [MSM 0021627501, LA 09041, LC 06035]
Thirteen new, stable, push-pull systems featuring dimethylamino and pyrazine-2,3-dicarbonitrile moieties as the donor and acceptor, respectively, and systematically extended and varied pi-linkers were prepared and investigated. Evaluation of the measured UV/Vis spectra, electrochemical data (cyclic voltammetry, rotating disc voltammetry, and polarography), X-ray data, and experimentally determined and calculated hyperpolarizability values enabled structure-property studies; these revealed some important structural features that affected the efficiency of intramolecular charge-transfer and nonlinear optical properties in this class of heterocyclic push-pull chromophores. The charge-transfer transition was most significantly affected by structural features such as pi-linker length, chromophore planarity, and the number of 1,4-phenylene/ethynylene subunits in the pi-linker.
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