Synthesis and Properties of Thiophene and Dithiin Functionalized Tetrathiafulvalenes

Abstract

Syntheses of two analogues of tetrathiafulvalene (TTF), fused to 1,4-dithiin and thiophene rings, substituted with thiophene moieties, have been illustrated. The syntheses were accomplished through the reaction of a 1,8-diketone with phosphorus pentasulfide or Lawesson's reagent in boiling dry toluene. Conversion of the thioketones to their the oxo forms with mercury (II) acetate, was followed by self-coupling in freshly distilled boiling triethyl phosphite. Attempts for their electro-polymerizations through the thiophene groups at the peripherals were unsuccessful. Computational chemistry studies revealed that the thiophene groups did not exhibit enough spin densities to perform polymerization.

Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.     

σ-单键连接的TTF吡啶衍生物对Pb2+的识别

设计合成了一类σ-单键连接的TTF吡啶化合物T4Py和TB,并研究了化合物T4Py对离子的识别作用.结果发现Pb²⁺离子能够引起T4Py的溶液颜色、¹HNMR以及电化学CV的显著变化.     

含卤素取代基四硫富瓦烯的合成与研究进展

简要概括了含卤素取代基四硫富瓦烯(TTF)衍生物的主要合成方法, 即TTF及其衍生物的直接卤化法以及卤代1,3-二硫杂环戊烯-2-(硫)酮在亚磷酸三烷基酯参与下的偶合反应. 介绍了含卤素TTF衍生物的电化学、结晶和成膜性能, 及其作为重要的合成中间体在构筑给体-受体二元体、低聚TTF体系、含TTF单元的环蕃、含TTF单元的聚合物以及各种官能化TTF衍生物中的应用. 提出了含卤素TTF衍生物的研究发展趋势.     

TTF-porphyrin dyads as novel photoinduced electron transfer systems

A TTF-linked porphyrin dyad and its zinc complex have been synthesized as novel photosystems with a redox-active pendant. The two chromophores of these dyads are not interactive in the absorption spectra, but the fluorescence of the porphyrin chromophore is dramatically quenched by intramolecular electron transfer from the TTF pendant.     

BEDT-TTF-based radical cation salt with the cyanurate anion: synthesis,structure, conductivity,and polarized reflection spectra

The new conducting radical cation salt, bis(ethylenedithio)tetrathiafulvalene cyanurate, was synthesized. This salt is an organic metal down to 4 K. The crystal structure, conductivity, and optical properties of the salt were studied. Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 96–101, January, 2008.     

含四硫富瓦烯结构单元的酞菁和四氮杂卟啉衍生物的研究概况

综述了含四硫富瓦烯(TTF)结构单元的酞菁和四氮杂卟啉衍生物的合成、光物理和电化学性质以及聚集和自组装性能的研究概况.     

2,3-二硫甲基-6,7-二硫十六烷基四硫代富瓦烯的合成

Langmuir-Blodgett(简称LB)法作为分子水平的成膜技术,能制备纳米级几乎无缺陷的单分子层或多分子层膜,在微电子学,分子器件,磁性有序材料,生物膜等方面有广泛的应用前景。目前,四硫富瓦烯类衍生物作为导电LB膜材料的研究,引起人们极大的兴