Empa, Swiss Federal Laboratories for Material Science and Technology , 8600 Dübendorf, Switzerland.
Graduate School of Materials Science, Nara Institute of Science and Technology (NAIST) , 8916-5 Takayama-cho, Ikoma 630-0192, Japan.
J Am Chem Soc. 2017 Aug 30;139(34):11658-11661. doi: 10.1021/jacs.7b05192. Epub 2017 Aug 15.
We report the on-surface formation of Au-directed heptacene organometallic complexes on a Au(111) template in an ultrahigh vacuum environment. Successive thermal annealing steps investigated by means of scanning tunneling microscopy, noncontact atomic force microscopy, temperature-programmed desorption and density functional theory reveal the formation of heptacene organometallic complexes via a selective two-step activation of an α-diketone-protected heptacene precursor. Furthermore, we demonstrate the efficiency of tip-induced deprotection experiments as a complementary strategy in the complex formation. Our results provide perspectives for the on-surface synthesis of larger acenes featuring potential use in the fields of organic electronics, spintronics and nonlinear optics.
我们在超高真空环境下的 Au(111)模板上报告了 Au 导向的并五苯有机金属配合物的表面形成。通过扫描隧道显微镜、非接触原子力显微镜、程序升温脱附和密度泛函理论研究的连续热退火步骤揭示了通过对α-二酮保护的并五苯前体的选择性两步激活来形成并五苯有机金属配合物。此外,我们证明了尖端诱导的去保护实验作为一种补充策略在配合物形成中的效率。我们的结果为在表面上合成具有在有机电子学、自旋电子学和非线性光学领域中潜在应用的更大的并五苯提供了视角。