Syntheses of Organic Conductive Compounds

作为我们开发有机金属的兴趣的一部分，我们设计了两种新型含硫化合物，即(1)周二卤芳烃和(2)熔融杂芳烃。(1)以四硫四烯为代表的环二氯桥接芳烃是优良给电子体的原型。我们对1,9和4,10-桥接的蒽以及1,10和8,10-桥接的菲感兴趣。它们可以通过甲基和甲基硫代的修饰来改进，很容易与典型的电子受体如TCNQ， DMTCNQ和TNAP形成各种导电电荷转移配合物。(2)苝和芘是形成导电卤素配合物的典型碳氢化合物。我们对两种新型含硫杂芳烃与苝和芘在中性或氧化态的等电子结构感兴趣。它们的结构经x射线分析证实具有相当平面的分子几何形状。它们还与一些电子受体形成了高导电性的配合物。

As part of our interest to develop organic metals, we have designed two novel types of chalcogen-containing compounds, i.e., (1) peri-dichalcogen arenes and (2) fused heteroarenes. (1) Peri-dichalcogen bridged arenes represented by tetrathiotetracene are a prototype of superior electron donors. We have been interested in 1,9- and 4,10-bridged anthracenes and 1,10- and 8,10-bridged phenanthrenes. They could be improved by modifications with methyl and methylthio substitutions, readily forming a variety of conductive charge-transfer complexes with typical electron acceptors such as TCNQ, DMTCNQ, and TNAP. (2) Perylene and pyrene are typical hydrocarbons forming conductive halogen complexes. We have been interested in two novel sulfur-containing heteroarenes isoelectronic with perylene and pyrene in the neutral or oxidation state. Their structures were elucidated by an X-ray analysis to have quite planar molecular geometries. They also formed highly conductive complexes with some electron acceptors.