Abbaz Tahar, Bendjeddou Amel, Gouasmia Abdelkrim, Villemin Didier, Shirahata Takashi
Laboratory of Aquatic and Terrestrial Ecosystems, Organic and Bioorganic Chemistry Group, University of Mohammed Cherif Mesaadia, Souk Ahras 41000, Algeria.
Laboratory of Organic Materials and Heterochemistry, University of Tebessa, Constantine Road, Tebessa 12000, Algeria.
Int J Mol Sci. 2014 Mar 17;15(3):4550-64. doi: 10.3390/ijms15034550.
The synthesis of new unsymmetrically benzene-fused bis (tetrathiafulvalene) has been carried out by a cross-coupling reaction of the respective 4,5-dialkyl-1,3-dithiole-2-selenone 6-9 with 2-(4-(p-nitrophenyl)-1,3-dithiole-2-ylidene)-1,3,5,7-tetrathia-s-indacene-6-one 5 prepared by olefination of 4-(p-nitrophenyl)-1,3-dithiole-2-selenone 3 and 1,3,5,7-tetrathia-s-indacene-2,6-dione 4. The conversion of the nitro moiety 10a-d to amino 11a-d then dibenzylamine 12a-d groups respectively used reduction and alkylation methods. The electron donor ability of these new compounds has been measured by cyclic voltammetry (CV) technique. Charge transfer complexes with tetracyanoquino-dimethane (TCNQ) were prepared by chemical redox reactions. The complexes have been proven to give conducting materials.
通过相应的4,5-二烷基-1,3-二硫杂环戊烯-2-硒酮6-9与2-(4-(对硝基苯基)-1,3-二硫杂环戊烯-2-亚基)-1,3,5,7-四硫杂-s-茚满-6-酮5进行交叉偶联反应,合成了新型不对称苯并稠合双(四硫富瓦烯)。5是由4-(对硝基苯基)-1,3-二硫杂环戊烯-2-硒酮3和1,3,5,7-四硫杂-s-茚满-2,6-二酮4经烯化反应制得的。分别采用还原和烷基化方法将硝基部分10a-d转化为氨基11a-d,然后再转化为二苄基胺12a-d基团。这些新化合物的给电子能力通过循环伏安法(CV)技术进行了测定。通过化学氧化还原反应制备了与四氰基喹啉二甲烷(TCNQ)的电荷转移络合物。已证明这些络合物能产生导电材料。