Tetrakis(alkylthio)thieno[3,4-<i>c</i>]thiophene: Synthesis, stability, and reactivity
作者:Shigeo Yoneda、Kenji Ozaki, Akira Tsubouchi、Hideo Kojima、Kazunori Yanagi
DOI:10.1002/jhet.5570250238
日期:1988.3
The synthesis of tetrakis(alkylthio)thieno[3,4-c]thiophenes la-e by the dimerization reaction of bis(alkylthio)cyclopropenethiones is described. The remarkable thermodynamic and kinetic stability suggests the significant electron-accepting conjugation of the alkylthio substituents to the carbanionic 1, 3, 4, and 6 carbons in the framework. The isopropylthio- and ethylthio-substituted thienothiophenes
描述了通过双(烷硫基)环丙烯硫酮的二聚反应合成四(烷硫基)噻吩并[3,4- c ]噻吩la-e的方法。显着的热力学和动力学稳定性表明烷硫基取代基与骨架中的碳负离子1、3、4和6个碳有明显的电子接受共轭。异丙硫基和乙硫基取代的噻吩并噻吩1d和1e与亲二烯体如N-苯基马来酰亚胺和乙炔二羧酸二甲酯进行环加成反应,以中等收率得到环加合物。