Sedona Francesco, Fakhrabadi Mir Masoud Seyyed, Carlotto Silvia, Mohebbi Elaheh, De Boni Francesco, Casalini Stefano, Casarin Maurizio, Sambi Mauro
Dipartimento di Scienze Chimiche, Università Degli Studi di Padova, Via Marzolo 1, 35131 Padova, Italy.
Phys Chem Chem Phys. 2020 Jun 4;22(21):12180-12186. doi: 10.1039/d0cp01634a.
In this paper we report on the use of an Ullmann-like aryl halide homocoupling reaction to obtain long Graphyne Molecular Wires (GY MWs) organized in dense, ordered arrays. Instead of using highly reactive terminal alkynes, we resort to a precursor wherein the acetylenic functional group is internal, namely protected by two phenyl rings, each bearing a Br atom in the para position to allow for linear homocoupling. In addition, two further factors concur with the production of dense and highly ordered arrays of very long GY MWs, namely the geometric compatibility between the substrate and both the organometallic intermediates and the final polymeric products of the synthesis, coupled with the presence of surface-adsorbed bromine atoms separating the MWs, which minimize inter-wire cross-linking secondary reactions.
在本文中,我们报道了使用类似乌尔曼反应的芳基卤化物自偶联反应来制备排列紧密、有序的长石墨烯分子线(GY MWs)。我们没有使用高活性的末端炔烃,而是采用了一种前体,其中炔官能团位于内部,即被两个苯环保护,每个苯环在对位带有一个溴原子,以实现线性自偶联。此外,还有另外两个因素有助于生成排列紧密且高度有序的非常长的GY MWs阵列,即底物与有机金属中间体以及合成的最终聚合物产物之间的几何相容性,以及表面吸附的溴原子的存在,这些溴原子分隔了MWs,从而使线间交联副反应降至最低。